What I brought home from the 17th DI mastermind

What I brought home from the 17th DI mastermind

From Million Dollar Grit by Julie Chenell

May 11, 2026 · 23 min · Season 1 · Episode 101

About this episode

Julie Chenell shares insights and experiences from the 17th Digital Insiders mastermind event, highlighting key takeaways and strategies for entrepreneurs.

I just got back from three days in New Haven at the 17th Digital Insiders mastermind — 40 entrepreneurs in one room, and somehow these events keep getting better than the last one. In this episode I walk you through the keynote from Michael Roderick on aspirational vs. excellence buyers, the member shares from Emily Green on $15 paid workshops, Amber Housley on the 34 webinars it took before hers converted, Aryeh Sheinbein on a deeply personal credit card story, and Brittany Long on delivering a full done-for-you funnel in 60 minutes using Claude. From there I get into my halftime report on what's still working in 2026, the Three Overs framework I taught on day two, and the Get It Done day where we built AI-powered daily sales rituals — and watched the most skeptical person in the room close a $1,200 sale within 60 minutes of building hers. By the end of three days, three themes kept showing up: discomfort is the price of growth, AI is infrastructure not a project, and being in a room with the right people compounds everything else. If you've ever wondered what a real mastermind is actually supposed to do for your business — or you want to hear how I'm bringing some of this work…

People in this episode

Host: Julie Chenell

Topics covered

  • mastermind events
  • entrepreneurship
  • AI in business
  • sales strategies
  • personal growth

Keywords

  • mastermind
  • entrepreneurs
  • AI
  • sales
  • workshops
  • growth
  • webinars

Mentioned in this episode

Organizations: Digital Insiders

Places: New Haven

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