TinyFest Unwrapped: Inside Our First-Ever Founder Conference and Retreat in Cancun


Where sun and startups collide: A glimpse into our exclusive TinySeed gathering in January.

Last month, Cancun played host to an extraordinary gathering: the inaugural TinyFest! This wasn't just any conference; it was a vibrant blend of insightful presentations, heartfelt founder stories, and, of course, some well-deserved fun under the sun. Imagine kickstarting your day with groundbreaking insights from the frontlines of SaaS, only to find yourself exploring the breathtaking beauty of Cancun with fellow founders hours later.

TinyFest was more than just an event; it’s was a celebration of our thriving TinySeed community, which is over 300 strong and growing. Founders, mentors, LPs, and the TinySeed team came together, not just to share knowledge, but to forge meaningful connections.

While our presentations can’t be shared (attendees only!), we have a selection of photos from the event to give you a bit of FOMO. Enjoy:

Taking advantage of the wonderful Cancun weather for our opening night dinner.

TinySeed’s Program Directors (Alex McQuade and Tracy Osborn) emceed the conference portions of the events.

TinySeed founder Rob Walling on stage.

FInChat (TS F2022) founder Braden Dennis took to the stage to talk about FinChat’s explosive 2023 growth.

Alex interviewed Jonathan Weinberg on Builder Prime’s (TS 2020) recent Series A fundraise.

And Tracy interviewed Martin and Lisa about Kioskbuddy’s (TS F2021) growth and partnerships work.

Attendees captivated by one of our founder presentations.

TinySeed founder and mentor Craig Hewitt (Castos, TS 2019) spoke about his 10 Sales Rules to Follow.

Filip Kis (SessionLab, S2023) shared why they joined TinySeed after 10 years.

Discussion groups led off our second day of conferencing.

TinySeed mentor Laura Roeder (Paperbell) gave us an overview of her email marketing systems and recommendations.

Our catamaran + snorkeling expedition.

The crew on the ziplining and cenote excursion.

A final group photo grabbed quickly between rainstorms!

We’re so excited for our future years of TinySeed and seeing how TinyFest evolves. We can say for sure: Our first TinyFest was a smashing success.


Want to join us at the next TinyFest? Applications are open for TinySeed’s Spring 2024 programs until this Sunday, February 25th at midnight EST. Read more about our SaaS accelerator program here.

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The TinySeed Team Answers Questions on Applications, Funding, and More (Video)