Your Transformation Partner
Your Transformation Partner
Your Transformation Partner
Your Transformation Partner
Your Transformation Partner
Coaching for leaders and teams seeking bold, lasting transformation.
Coaching for leaders and teams seeking bold, lasting transformation.
Trusted by teams at
Why we're different
Aspire | Connect | Act
Aspire | Connect | Act
We believe leadership transformation happens at the intersection of aspiration, connection, and action. our coaching is about creating sustainable change that bridges the gap between where you are today and the highest expression of your leadership potential.
We approach each engagement with unwavering integrity, deep curiosity, and a commitment to results. What sets us apart is our ability to identify the patterns holding you back while illuminating the path forward with clarity and purpose. This is a partnership that elevates not only how you lead, but how you live.
We believe leadership transformation happens at the intersection of aspiration, connection, and action. our coaching is about creating sustainable change that bridges the gap between where you are today and the highest expression of your leadership potential.
We approach each engagement with unwavering integrity, deep curiosity, and a commitment to results. What sets us apart is our ability to identify the patterns holding you back while illuminating the path forward with clarity and purpose. This is a partnership that elevates not only how you lead, but how you live.
Why we're different
Aspire | Connect | Act
We believe leadership transformation happens at the intersection of aspiration, connection, and action. our coaching is about creating sustainable change that bridges the gap between where you are today and the highest expression of your leadership potential.
We approach each engagement with unwavering integrity, deep curiosity, and a commitment to results. What sets us apart is our ability to identify the patterns holding you back while illuminating the path forward with clarity and purpose. This is a partnership that elevates not only how you lead, but how you live.
Personal
For Teams
Inner Work Meets Outer Impact
Executive evolution: Your leadership journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Connect
Act
Aspire
Click on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Personal
For Teams
Inner Work Meets Outer Impact
Executive Evolution: Your Leadership Journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Act
Aspire
Connect
Tap on a circle to learn more
Tap on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Personal
For Teams
Inner Work Meets Outer Impact
Executive evolution: Your leadership journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Connect
Act
Aspire
Tap on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Personal
For Teams
Inner Work Meets Outer Impact
Executive evolution: Your leadership journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Connect
Act
Aspire
Click on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Personal
For Teams
Inner Work Meets Outer Impact
Executive Evolution: Your Leadership Journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Act
Aspire
Connect
Tap on a circle to learn more
Tap on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Personal
For Teams
Inner Work Meets Outer Impact
Executive evolution: Your leadership journey
Leadership is both a privilege and a pressure. Behind the decisions and responsibilities lies the quieter work - reckoning with who we are, how we lead, and what kind of impact we want to leave behind. We help leaders grow the tactical tools and human depth it takes to lead with clarity, integrity, and heart.
The Core Practices of
Aligned Leadership
Connect
Act
Aspire
Click on a module to learn more
Click on a module to learn more
Real Stories From Leaders
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
I've had the privilege of working with Alyssa since 2018, when we were colleagues at WeWork, and she’s been a trusted coach and thought partner to me ever since.Alyssa has an extraordinary ability to blend deep business acumen with emotional intelligence, helping me navigate both high-stakes decisions and moments of personal growth with clarity and confidence.What sets Alyssa apart is her presence—she listens deeply, asks incisive questions, and creates a space where vulnerability and ambition can coexist. She’s helped me sharpen my executive presence, challenge limiting beliefs, and lead with authenticity through moments of complexity and change. Her coaching style is grounded yet expansive, always anchored in values but focused on results.Whether guiding me through a major career transition or helping me elevate my communication in high-visibility settings, Alyssa brings both rigor and warmth to every session. She’s not just a coach—she’s a catalyst for meaningful, lasting change.
I can’t recommend Alyssa highly enough to any leader looking to grow with intention, lead with conviction, and bring more purpose and power into their work.
— Caroline McCloskey, GTM
This being my first exposure to executive coaching, I wasn't quite sure what to expect aside from the need to approach it with an open mind. I had the opportunity to meet with a few coaches as it was important to the partners I felt comfortable with the coach who was going to lead my journey. With that said, after meeting Alyssa, I felt she had a strong balance of grace, accountability, guidance and insight which made my decision to work with her an easy choice. Going on a year working with her, all of those initial impressions held true, and I can absolutely say she has helped me address specific areas of opportunities and turn them into strengths. Alyssa has allowed me the time to get to various realizations on my own while continuing to nurture and encourage me to go deeper. She has allowed me to customize my journey while ensuring that our initial goals outline still remain front and center. If you want to broaden your skillset as an empathetic, effective and compassionate leader, I highly encourage you to work with Alyssa!
— Mike Akahoshi, Executive Vice President,
Alyssa has been an invaluable sounding board and coach as I've scaled our company. She has helped me evolve my management style to become more effective and empathetic, as well as better understand the connections between my personal and professional life. She's willing to challenge biases and provide useful frameworks for handling a range of situations. I would not hesitate to recommend Alyssa as a coach.
— GS, Founder & CEO, Financial Technology Company
The most valuable coaching I have ever been part of truly able to move forward positively with my emergent topics after every session. Alyssa is a fantastic, inspiring coach, and I feel privileged to have had coaching sessions with her. She is extremely knowledgeable and experienced at what she does, a very supportive, nurturing voice who really helps tap into areas for improvement you may not have even identified yourself. She delivers the sessions amazingly well and always provides useful resources post-call.
—Medical Lead
Whether you're an individual leader looking to enhance personal impact or a leader seeking collective growth for your team, we've got you covered.
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Now booking sessions
Book your discovery session
30 min call • Flexible timing
Now booking sessions
Book your discovery session
30 min call • Flexible timing
© 2025 ARCoaching, Inc
© 2025 ARCoaching, Inc