Founder Playbooks

VERTICALS #10 - Why $1-10M ARR is the Hardest

Vertical Sales Strategy by Stage | with Martin Roth, fmr. CRO of LevelSet

Dec 23, 2025

1:08:55

VERTICALS #9 - Vertical Business-in-a-Box

With Dan Friedman, Founder @ Moxie, Meadow Memorials and Bolton & Watt

Dec 17, 2025

1:09:17

Diffusion of AI Across Vertical Markets

Vertical Workflow Architects needed to fill the Adoption Gap

Dec 11, 2025

VERTICALS #7 - Vertical SMB Go-to-Market

With Kyle Norton, CRO at Owner.com

Dec 3, 2025

1:01:31

VERTICALS #6 - Healthcare's AI Moment

With Mike Kopko, Founder / CEO of Pearl Health

Nov 26, 2025

1:06:38

VERTICALS #4 - AI Marketplaces

With Jack Greco, Co-Founder of ACV Auctions

Nov 13, 2025

1:14:11

VERTICALS #3 - Hyper-SMB Strategies

With Brian Litvack, Co‑Founder / CEO of LeagueApps

Nov 5, 2025

1:17:32

VERTICALS #2 – AI Roll-Ups

With Jeremy Yamaguchi, Founder / CEO of Cabana

Oct 29, 2025

1:07:00

VERTICALS #1 - Unbundling the Franchise

With Ilir Sela, Founder / CEO of Slice: The Vertical Unicorn Powering Pizza

Oct 22, 2025

1:04:18

Founders on Hiring in the AI Era

And other founder-founder advice from our Q3 Vertical Roundtable

Oct 2, 2025

Dude, Where's My Moat?

Evaluating long-term defensibility in Vertical AI

Jul 25, 2025

Design Partnerships in Vertical AI

Vertical Collective Roundtable: Q3 2025

Jul 15, 2025

#nojs-banner { position: fixed; bottom: 0; left: 0; padding: 16px 16px 16px 32px; width: 100%; box-sizing: border-box; background: red; color: white; font-family: -apple-system, "Segoe UI", Roboto, Helvetica, Arial, sans-serif, "Apple Color Emoji", "Segoe UI Emoji", "Segoe UI Symbol"; font-size: 13px; line-height: 13px; } #nojs-banner a { color: inherit; text-decoration: underline; } This site requires JavaScript to run correctly. Please turn on JavaScript or unblock scripts