Entrepreneurship Sucks
“The hilarious locker-room talk for entrepreneurs, where we get raw about the struggles of entrepreneurship that nobody wants to talk about publicly.”
Co-hosted by Josh Collier and Kevin Jacobson Jr., Entrepreneurship Sucks is the podcast for founders who are tired of the highlight reel. Real conversations, real struggles, real operators — no fake guru energy. Episodes run 60–110 minutes and are available on Apple Podcasts, Spotify, and YouTube.
🎧 Episode Roster
🔴 New
Dennis Yu — BlitzMetrics, Personal Branding, and AI
Recorded April 7, 2026. Josh and Dennis spend a full day together, recording two episodes and mapping out Josh’s personal brand build. Fresh content on AI systems, content strategy, and building a brand that works while you sleep.
Ep 15: Bryan Dulaney — ClickFunnels Super-Affiliate, $500M+ Generated
Bryan breaks down the funnel strategies that generated over half a billion dollars. Funnel architecture, affiliate marketing at scale, and what separates the operators from the talkers. Read the full article →
Ep 14: Christian Davis — Hormozi Affiliate-Comp Winner, $8.8M Funnels
Email copywriting, funnel economics, and how Christian built an $8.8M funnel machine. Content strategy meets sales execution. Read the full article →
Ep 13: Kayla Hodges — Elite Saleswomen
Sales leadership, diversity in high-performance teams, and what it takes to build a culture of closers.
Ep 12: Josh Lyons — Unicorn Closer Mastermind
The art and science of closing high-ticket deals. Josh Lyons shares frameworks from the Unicorn Closer Mastermind.
Ep 10: Ross Mandell — “Bad Boy of Wall Street,” Wealth Formula
From Wall Street scandals to redemption. Ross Mandell’s story of rock bottom, rebuilding, and finding purpose beyond profit.
Ep 08: Eli Wilde — Tony Robbins’ Top Corporate Trainer
Sales mastery at the highest level. Eli Wilde shares what he learned training corporate teams alongside Tony Robbins and how mindset drives revenue. Read the full article →
Ep 07: Shaun Clark — Co-Founder of GoHighLevel
The man behind the platform that powers Josh’s entire tech stack. Shaun Clark talks about building GoHighLevel, the future of AI in CRMs, and why the builder ecosystem matters. Read the full article →
Ep 03: Sean Gray — Formerly Robert Kiyosaki’s Sales Manager
Sales leadership lessons from someone who managed sales for the “Rich Dad Poor Dad” empire. Process, discipline, and the operator mindset.
Ep 01: Derek Stupski — Former Head of Sales at Hormozi’s GymLaunch
The episode that started it all. Derek Stupski shares what he learned building and scaling the sales team behind GymLaunch — the systems, the pressure, and the operator lessons. Read the full article →
Additional Episodes
Featuring: Adrienne Gordon (Ep 16), David Adam Kurz, Dan Bagniuk, Fred Smith, Chris Robinette, and Jimmy Allen. 16 total episodes across April 2024 – May 2025, with more coming.
🔊 Where to Listen
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