Side Hustle School Ep. 3354 - STORY: “Productivity Nannies” Dig Co-Working Caves for Modern Workers
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Mar 8, 2026 A team creates daylong distraction-free "caves" where people disappear to finish important work. They sold out a first public event with simple promotion and turned it into memberships, virtual days, and corporate offerings. The founders learned to define roles early and scaled with low-cost operations and thoughtful product additions.
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Friends' First Cave Day Sparked The Idea
- Three friends tested a distraction-free experiment by locking phones in a basket, using Pomodoro sprints, and working together in Jake Kahana's apartment.
- After one Cave Day they produced more progress than months of scattered work, and then repeated it every weekend, adding friends until demand outgrew space.
First Public Event Sold Out With Minimal Ad Spend
- Jake organized the first public Cave Day on January 15, 2017, partnering with a local coworking space and running small Facebook ads.
- They sold all 60 $40 tickets (meals and coffee included) after spending about $100 on ads, proving early product-market fit.
Membership And Remote Days Built Reliable Growth
- Moving from pay-per-event to a membership model and adding remote Zoom days created steadier revenue and stronger community.
- The shift predated the pandemic but accelerated during it, expanding reach while slightly increasing operating costs.