Calendly: Tope Awotona (2020)

How I Built This · 8 Jan 2024 · 1h 10m

What this episode covers

Tope Awotona, founder of Calendly, explains how he pivoted from failed e-commerce ventures to building a $100M+ scheduling platform after realizing the pain of coordinating complex meetings. He details the high-stakes decision to cash in his 401(k) and max out credit cards to pay Ukrainian dev firm Railsware to build the initial prototype. Awotona discusses the accidental viral growth driven by K-12 schools, the forced decision to launch the product for free due to lack of funds for billing infrastructure, and his eventual success in raising seed capital from David Commins at Atlanta Tech Village.

Mentioned

Companies
Railsware, Atlanta Tech Village, U.S. Bank, Perceptive Software, IBM
Products
Calendly, projectorspot.com, yardsteals.com, Big Green Egg
Also
David Commins

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