880: Practical Use of AI, Starting Over From Scratch, and Video Podcasting with John Lee Dumas
Tue Jan 27 2026
Recorded live at Podfest 2026 in Orlando, Michael O’Neal sits down with longtime friend John Lee Dumas (Entrepreneurs on Fire) for a candid conversation about the evolution of podcasting, the reluctant shift toward video, and how JLD built MSTR Today—a daily YouTube show—from absolute zero.
From niching down “until it hurts,” to why some audiences can accidentally harm your new show’s algorithm, to using AI agents to upgrade your interview prep… this one is packed with practical creator strategy.
Why niching down still wins (and why “Pickleball Podcast” would fail vs. 4.0 to Pro)
The tradeoffs of podcast intimacy vs. the pull of YouTube
Why both of us keep interviews audio-only (and why guests often love it)
The origin story of MSTR Today and why JLD didn’t promote it to his EOFire audience
How YouTube analytics work: retention, CTR, watch time, and why the “wrong” audience hurts
Why MSTR Today is essentially a reaction/curation show—and why viewers are grateful
JLD’s ultra-efficient daily workflow: curating X posts, recording, sponsors, and Saylor clips
Comment strategy + engagement: keyboard shortcuts, “poking the bears,” and why polarizing topics win
AI for creators: JLD’s interviewer agent and how it turns bland bullet points into great questions
A simple conference networking workflow that turns business cards into smart follow-up emails
John Lee Dumas is the founder and host of Entrepreneurs on Fire, one of the most successful business podcasts of all time, and the creator of MSTR Today, a daily YouTube show covering Strategy (MSTR), Michael Saylor, and Bitcoin-related market commentary.
Entrepreneurs on Fire (John Lee Dumas)
MSTR Today (YouTube)
Podfest 2026 / Libsyn studio set
VidIQ
Workflowy
“Fire and Adjust” / “Fire for Effect” concept
AI agents / interview workflow using ChatGPT
Website: SoloHour.com
Instagram/X: @Solohour
Learn more about your ad choices. Visit megaphone.fm/adchoices
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Recorded live at Podfest 2026 in Orlando, Michael O’Neal sits down with longtime friend John Lee Dumas (Entrepreneurs on Fire) for a candid conversation about the evolution of podcasting, the reluctant shift toward video, and how JLD built MSTR Today—a daily YouTube show—from absolute zero. From niching down “until it hurts,” to why some audiences can accidentally harm your new show’s algorithm, to using AI agents to upgrade your interview prep… this one is packed with practical creator strategy. Why niching down still wins (and why “Pickleball Podcast” would fail vs. 4.0 to Pro) The tradeoffs of podcast intimacy vs. the pull of YouTube Why both of us keep interviews audio-only (and why guests often love it) The origin story of MSTR Today and why JLD didn’t promote it to his EOFire audience How YouTube analytics work: retention, CTR, watch time, and why the “wrong” audience hurts Why MSTR Today is essentially a reaction/curation show—and why viewers are grateful JLD’s ultra-efficient daily workflow: curating X posts, recording, sponsors, and Saylor clips Comment strategy + engagement: keyboard shortcuts, “poking the bears,” and why polarizing topics win AI for creators: JLD’s interviewer agent and how it turns bland bullet points into great questions A simple conference networking workflow that turns business cards into smart follow-up emails John Lee Dumas is the founder and host of Entrepreneurs on Fire, one of the most successful business podcasts of all time, and the creator of MSTR Today, a daily YouTube show covering Strategy (MSTR), Michael Saylor, and Bitcoin-related market commentary. Entrepreneurs on Fire (John Lee Dumas) MSTR Today (YouTube) Podfest 2026 / Libsyn studio set VidIQ Workflowy “Fire and Adjust” / “Fire for Effect” concept AI agents / interview workflow using ChatGPT Website: SoloHour.com Instagram/X: @Solohour Learn more about your ad choices. Visit megaphone.fm/adchoices