
How Tope Awotona Built Calendly Into a $3 Billion Company by Solving His Own Scheduling Problem
Awotona spent his life savings building a tool to fix the back-and-forth of scheduling meetings. Seven years later, Calendly was…
Sunday, August 23, 2026 · Vol. I — No. 033

Awotona spent his life savings building a tool to fix the back-and-forth of scheduling meetings. Seven years later, Calendly was…

John Dela Cruz started posting TikToks to survive a pandemic nursing shift. He quit nursing from burnout — and built…

Daksh Gupta, Soohoon Choi and Vaishant Kameswaran set out to build an AI shopping assistant. It didn't work. What they…

Lucy Guo co-founded Scale AI at 21 and left before it became one of the most valuable AI companies in…

Brendan Foody, Adarsh Hiremath and Surya Midha met on a debate team at a Bay Area high school. At 22,…

Gretta van Riel bet on influencer marketing before it had a name, scaled SkinnyMe Tea to roughly $600,000 a month…

Lauren Roberts didn't market a finished book. She posted the process of writing one, for free, for months — and…