Flying With Founders

Flying With Founders Authentic and fun conversations while flying with founders, entrepreneurs, and investors.

04/26/2026

Congrats .albert1 on the win at PitchMI - we got to talk in depth about what Max and his team are doing to revolutionize video game advertising with .
Big stuff coming from these guys! Stay tuned for more clips from a great flight.

04/20/2026

What sets founders apart? Kim Gamez touches on a key insight -- she's wired to be excited by challenges. Huge obstacles don't inhibit her forward momentum; they drive her to push even harder.

This is something we always look for in founders - the innate drive to be immersed in challenges and to always stay curious.

Flying with the Founder of Soberish was a great chance to dive into this subject and learn more about Kim's journey, successes, and especially the challenges that have shaped her story.

How do you respond to adversity along your founder journey?

SXSW 2026: pitches, panels, boxing rings, pickleball, new connections, reconnections, music, excitement — and in betwe...
03/21/2026

SXSW 2026: pitches, panels, boxing rings, pickleball, new connections, reconnections, music, excitement — and in between.

More of a recap coming soon! Thanks to all who were a part of this incredible experience.

02/06/2026

Most of the country is feeling real cold right now.... making us reminisce even more about the recent El Salvador retreat. A beautiful country, beautiful people, hard inner work, and indescribable outcomes.

Looking to head to Austin, TX next month for SXSW or any of the many startup activations going on?? , and others are ...
02/05/2026

Looking to head to Austin, TX next month for SXSW or any of the many startup activations going on?? , and others are hosting events all week that you do not want to miss!

We're filling a house with founders who can take on the city together. Options to stay with us include:

3/10-3/12

3/12-3/15

3/10-3/15

Check out the images attached for all the details, and let us know ASAP if you want to reserve a space! Discounts for double occupancy rooms if you bring a co-founder.

This map is growing! 2026 so far has already taken us to El Salvador… tomorrow to Park City to join as an investor judge...
01/20/2026

This map is growing! 2026 so far has already taken us to El Salvador… tomorrow to Park City to join as an investor judge for The CUT with , and pretty soon to Austin for our Founder House at !

Thanks for following along on the journey. Also coming up: NEW founder interviews in the plane, and the cohorts launch.

Questions about any of it? Get in touch! We’re here to answer 🫡

01/09/2026

Just founders retreat things 🤷‍♀️ proud of these guys for being open to new experiences and vulnerability— from workshop content to a salsa dance class!

01/07/2026

Hello from El Salvador. This is the start of a great year. We’re super excited about the group with us on the annual Central America Retreat and can’t wait to share about the week ahead of us.

#2026

12/31/2025

One day left in the year! Here's another bit of reflection on some of the awesome founders we've had the opportunity to fly and talk with this year. If you're in this video: you rock. If you're not: let us know if you want to be in on the action in 2026 💪

From sky-high interviews, to skydiving, to a literal proposal in the plane, this year was full of excitement. And that's without the Founders Retreat footage -- we had the chance to take founders to El Salvador for the annual New Year development retreat and to Austin, TX for SXSW in our . Are you coming with us on the next trips??

#2025

12/13/2025

We flew so many founders in 2025 -- thanks to all who've joined us on the adventure this year! We're excited to share some reflections and insights from founders, and experiences to remember.

Today, a reminder from Andrea Michele Taylor, Founder of Livsee, about the importance of NOT fearing rejection.

#2025

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