NEW Haircut At Home Business: Book A Barber Virtually Right Now | My First Million 05/20/2020

3 Jun 2020 · 62 min
1:02:05

In this My First Million episode, host Shawn interviews serial entrepreneur Greg Eisenberg. The conversation opens with Greg’s viral "YouProbablyNeedAHaircut.com" virtual‑barber service, explaining how a pandemic‑driven need, a simple MVP, and Product Hunt/press coverage turned a side‑project into a 1,000‑plus haircut business. They then trace Greg’s career: teenage affiliate‑marketing arbitrage, founding the design agency Stress Limit Design (TechCrunch redesign, startcooking.com, Wall Street Survivor), the 5by video‑curation app sold to StumbleUpon, and the college‑chat app Islands sold to WeWork. Greg now heads product at WeWork and co‑runs the product studio Late Checkout, which birthed the virtual‑barber. The bulk of the episode is a rapid‑fire “idea wheel” where Greg shares over a hundred half‑baked startup concepts from a Metamucil‑for‑millennials subscription, a second‑opinion platform, a secret‑sharing network, a low‑income wash‑and‑fold service, an unfinished‑work marketplace (Watercolors), to meta‑ideas about charging for free resources and creating new categories. Throughout, Greg emphasizes product‑design instincts, the power of viral PR, community‑first thinking, and the importance of iterating quickly, especially during quarantine. The episode ends with contact info and a sponsor plug for Superside.

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