Craig Moody turned his son's love of video games into Shoot 36, a basketball training franchise that blends gamification with physical play. Cashing out his 401(k) in 2012 was a bet that paid off to over $20M in revenue.
entrepreneurshipSaturday, June 20, 2026
Cashing out and focusing up
Today's entrepreneurship stories are about the long game: cashing out a 401(k) to build a $20M franchise, selling a startup to OpenAI for billions, and learning that focus and patience matter more than speed. A common thread is that the real work takes longer than anyone expects.
Big bets and bigger exits
Two founders took very different paths to massive outcomes, but both leaned into a core idea and stuck with it.

Jony Ive, whose AI hardware startup io just sold to OpenAI for $6.4B, credits Steve Jobs' extreme focus as the key lesson. He says few people actually practice it, and that's what separates great outcomes.
Wisdom for the road
Founders share hard-won advice on what they'd tell their younger selves, and what new owners should watch for.
A founder's letter to their past self: entrepreneurship takes much longer than you think. The piece is a reminder to reset expectations around timelines and embrace the slow grind.
Practical strategies for new owners to avoid missing profit opportunities: leverage tech, take care of employees, and dig into root causes of missed chances.

Karen Williams is building SANYAN Collective in Leeds, a retail hub for independent Black-owned brands. It's a community-first approach to entrepreneurship that fills a visibility gap.
More roundups that day
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publishing roundupAI controversy shakes publishing world

psychology roundupThe psychology of over-explaining and stigma today
history roundupJuneteenth, dictators' chefs, rare cauldron
photography roundupVenus and Moon steal the show
astronomy roundup