The first-ever Bootstrapper Awards brought together an inspiring group of B2B SaaS founders to celebrate companies that have scaled without external funding. It was a night of connection, insight,
and recognition—honouring those who’ve built remarkable businesses from the ground up. Founders shared candid stories of hiring, scaling, and the unique challenges of bootstrapping.
We were thrilled to recognize three outstanding companies:
Obviously – Emerging Bootstrapped Company of the Year
ThreatAware – High Growth Bootstrapped Company of the Year
Inflo – Bootstrapped Company of the Year
A special thanks to Sumir Karayi, founder of 1E, for sharing his journey from founding to a $720M acquisition, and to Alexis Prenn, co-founder of Dext, for
presenting the awards. Huge appreciation to our sponsors—Finatal, Fladgate LLP, and Evelyn Partners—for making the night possible.
The Bootstrapper Awards will be back next year—until then, check out the gallery below to relive some of the best moments.
