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About

About

About

About

Compressed image

About

Vas Daskalakis

Founder & Startup Builder

Vas is a WFA-certified guide who has spent the past 6 years in Kenya as an entrepreneur, amateur climber, and free diver. Before moving into this work, she built and scaled her own startup from scratch to acquisition—raising more than $2M, growing teams across continents, and navigating the full spectrum of the founder journey from high growth to burnout. Her experience ranges from Wall Street Investment Banking to Nairobi’s startup ecosystem, giving her a lived understanding of the difficulties of moving from a conventional path to designing a unique career suited to your strengths and needs. Her work now focuses on facilitating intentional spaces and experiences for professionals in transition—combining movement, nature immersion, and cross-cultural connection to facilitate clarity and inspiration.

Vas Daskalakis

Founder & Startup Builder

Vas is a WFA-certified guide who has spent the past 6 years in Kenya as an entrepreneur, amateur climber, and free diver. Before moving into this work, she built and scaled her own startup from scratch to acquisition—raising more than $2M, growing teams across continents, and navigating the full spectrum of the founder journey from high growth to burnout. Her experience ranges from Wall Street Investment Banking to Nairobi’s startup ecosystem, giving her a lived understanding of the difficulties of moving from a conventional path to designing a unique career suited to your strengths and needs. Her work now focuses on facilitating intentional spaces and experiences for professionals in transition—combining movement, nature immersion, and cross-cultural connection to facilitate clarity and inspiration.

Vas Daskalakis

Founder & Startup Builder

Vas is a WFA-certified guide who has spent the past 6 years in Kenya as an entrepreneur, amateur climber, and free diver. Before moving into this work, she built and scaled her own startup from scratch to acquisition—raising more than $2M, growing teams across continents, and navigating the full spectrum of the founder journey from high growth to burnout. Her experience ranges from Wall Street Investment Banking to Nairobi’s startup ecosystem, giving her a lived understanding of the difficulties of moving from a conventional path to designing a unique career suited to your strengths and needs. Her work now focuses on facilitating intentional spaces and experiences for professionals in transition—combining movement, nature immersion, and cross-cultural connection to facilitate clarity and inspiration.

Vas Daskalakis

Founder & Startup Builder

Vas is a WFA-certified guide who has spent the past 6 years in Kenya as an entrepreneur, amateur climber, and free diver. Before moving into this work, she built and scaled her own startup from scratch to acquisition—raising more than $2M, growing teams across continents, and navigating the full spectrum of the founder journey from high growth to burnout. Her experience ranges from Wall Street Investment Banking to Nairobi’s startup ecosystem, giving her a lived understanding of the difficulties of moving from a conventional path to designing a unique career suited to your strengths and needs. Her work now focuses on facilitating intentional spaces and experiences for professionals in transition—combining movement, nature immersion, and cross-cultural connection to facilitate clarity and inspiration.

Vas Daskalakis

Founder & Startup Builder

Vas is a WFA-certified guide who has spent the past 6 years in Kenya as an entrepreneur, amateur climber, and free diver. Before moving into this work, she built and scaled her own startup from scratch to acquisition—raising more than $2M, growing teams across continents, and navigating the full spectrum of the founder journey from high growth to burnout. Her experience ranges from Wall Street Investment Banking to Nairobi’s startup ecosystem, giving her a lived understanding of the difficulties of moving from a conventional path to designing a unique career suited to your strengths and needs. Her work now focuses on facilitating intentional spaces and experiences for professionals in transition—combining movement, nature immersion, and cross-cultural connection to facilitate clarity and inspiration.

A NOTE FROM THE FOUNDER

A NOTE FROM THE FOUNDER

How This Started

I didn’t go to the African bush looking for clarity - but that’s what I found. Adventure, cultural perspective, and long days in nature planted a handful of stubborn seeds: radical career ideas, a hunger for bold experiences, and - most importantly - new stories about who I could be.
When I returned to New York, I realized quickly that my job wasn’t a path to my authentic self. I didn’t know the “right” career yet, but I knew those seeds needed watering. After 1 year as a JP Morgan IB analyst, I moved to Kenya. A few years later, I woke up doing what I’d always wanted to - building and leading a successful social impact startup.

What I Learned (and Built For You)

For me, the answer was social entrepreneurship. For you, it might be something entirely different. That’s the beauty of inspiration: it takes a unique shape in each person.
My first time camping, hiking, and overlanding in the bush gave me the courage to drive my career “off-road” when I needed to. This retreat is my way of recreating that spark on purpose - for professionals standing where I once stood: Hungry for a different path, but unsure where to start.

What the Experience Looks Like

No rigid curriculum. No cheesy coaching frameworks. Just 1 week in the African bush - moving differently, laughing, reseting & reflecting, and asking real questions with peers.
I’ll facilitate optional strategy workshops to stretch your thinking in the evenings, and you’ll leave with post-trip support if you want it: free coaching hours, community, and accountability to launch your next project, idea, or career move.
Ready to design a career that makes you happy?
Sign up to see where inspiration takes you.

REAL IMPACT

Your trip tuition sponsors a Kenyan orphan to attend college - and you can meet the student your cohort supports on the trip. You’ll have fun, make a tangible difference, and come home with a clearer compass. Not bad for a work vacation.
Ready to design a career that makes you happy?
Sign up to see where inspiration takes you.

OUR PHILOSOPHY

OUR PHILOSOPHY

Change your surroundings. Change your story.
Change your surroundings.
Change your story.
Each day blends adventure, reflection, 1:1 strategy, and group dialogue — the same tools entrepreneurs use to find clarity and perspective in chaos. Our pillars are:
Each day blends adventure, reflection, 1:1 strategy, and group dialogue — the same tools entrepreneurs use to find clarity and perspective in chaos. Our pillars are:

Courage

Growth starts at the edge of your comfort zone. Acting before you’re ready expands your sense of what’s possible.

Courage

Growth starts at the edge of your comfort zone. Acting before you’re ready expands your sense of what’s possible.

Courage

Growth starts at the edge of your comfort zone. Acting before you’re ready expands your sense of what’s possible.

Courage

Growth starts at the edge of your comfort zone. Acting before you’re ready expands your sense of what’s possible.

Courage

Growth starts at the edge of your comfort zone. Acting before you’re ready expands your sense of what’s possible.

Connection

Serving others and volunteering across cultures deepens empathy, and teaches true leadership — which begins with listening.

Connection

Serving others and volunteering across cultures deepens empathy, and teaches true leadership — which begins with listening.

Connection

Serving others and volunteering across cultures deepens empathy, and teaches true leadership — which begins with listening.

Connection

Serving others and volunteering across cultures deepens empathy, and teaches true leadership — which begins with listening.

Connection

Serving others and volunteering across cultures deepens empathy, and teaches true leadership — which begins with listening.

Freedom

Solo trips unfix your identity, and your intuition gets louder. This is how new ideas and bold plans take root.

Freedom

Solo trips unfix your identity, and your intuition gets louder. This is how new ideas and bold plans take root.

Freedom

Solo trips unfix your identity, and your intuition gets louder. This is how new ideas and bold plans take root.

Freedom

Solo trips unfix your identity, and your intuition gets louder. This is how new ideas and bold plans take root.

Freedom

Solo trips unfix your identity, and your intuition gets louder. This is how new ideas and bold plans take root.

Authenticity

Without your usual labels, you meet new parts of you that don’t show up in everyday life. This is where new stories about yourself begin.

Authenticity

Without your usual labels, you meet new parts of you that don’t show up in everyday life. This is where new stories about yourself begin.

Authenticity

Without your usual labels, you meet new parts of you that don’t show up in everyday life. This is where new stories about yourself begin.

Authenticity

Without your usual labels, you meet new parts of you that don’t show up in everyday life. This is where new stories about yourself begin.

Authenticity

Without your usual labels, you meet new parts of you that don’t show up in everyday life. This is where new stories about yourself begin.
Clarity doesn’t come from thinking harder—it comes from moving differently and new experiences.
Your trip fees will sponsor a student’s college tuition — with the opportunity to meet them face to face.

Join Our March 2026 Cohort

If this resonated, book a brief 15-minute call with your Guide.
Sometimes a single conversation is enough to open a new direction.
If this resonated, book a brief 15-minute call with your Guide. Sometimes a single conversation is enough to open a new direction.

DROP US A LINE

Questions? Collaborations?
Reach out below!

DROP US A LINE

Questions? Collaborations?
Reach out below!

Founder Adventures

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

Join the Interest List

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

© All right reserved . 2025

Founder Adventures

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

Join the Interest List

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

© All right reserved . 2025

Founder Adventures

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

Join the Interest List

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

© All right reserved . 2025

Founder Adventures

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

Join the Interest List

We curate off-grid itineraries and African adventures to inspire the next wave of future entrepreneurs.

© All right reserved . 2025