Tyler Denk - If You Own a Business, You Must Start a Newsletter in 2026

Tyler Denk is giving you The Newsletter Playbook · beehiiv's path to $50M ARR → https://openresidency.com/tyler-denk-playbook?utm_source=spotify&utm_medium=description&utm_campaign=tyler_denk_playbookTyler Denk turned Big Desk Energy, his newsletter, into a $400,000 side business working five hours a week. He did it by building and using beehiiv, the newsletter platform he co-founded. This conversation covers the entire playbook: pre-launch waitlists, email gates, referral programs, the Boost network, lead magnets, and paid acquisition.You'll also hear about the five main ways to monetize a newsletter, why Tyler raised a $12.5M Series A in six days, and how he manages 130 remote employees with almost no one leaving. It's a detailed look at founder-led distribution and newsletter economics.⏱ CHAPTERS00:00:00 Trailer00:00:42 What Big Desk Energy Actually Is00:02:50 Building in Public Before the Product00:07:31 Pre-Launch Waitlist Strategy00:09:13 Email Gates and the Content Flywheel00:11:58 Referral Programs and Beyond00:17:13 The Boost Network and Cross-Promotion00:21:27 Lead Magnets That Actually Convert00:24:26 Five Ways to Monetize a Newsletter00:28:39 Direct Sponsorships and the Media Kit00:41:44 Digital Products and Paid Subscriptions00:47:54 The Costa Rica Founder Mastermind00:52:39 Building in Public: Wins and Backfires01:06:24 The beehiiv MCP and Agentic Workflows01:26:38 Creator Economy in the AI Era01:31:27 Running 130 People Fully Remote01:35:32 Weekly Success List and All-Hands Rhythm01:42:51 The $12.5M Series A in Six Days01:50:29 Quickstrike Questions🔗 TYLER DENKWebsite: https://bigdeskenergy.comInstagram: https://www.instagram.com/tylerdenk_/X: https://x.com/denk_tweetsLinkedIn: https://www.linkedin.com/in/tyler-denk/🎙 OPEN RESIDENCYInstagram: https://www.instagram.com/openresidency/Instagram: https://www.instagram.com/markbrazil/LinkedIn: https://www.linkedin.com/in/markmastrandrea/Website: https://openresidency.com/Email: info@openresidency.com⚡ POWERED BYbeehiiv: Use code MARK30 for 30% off → https://beehiiv.link/dthrisWispr Flow: Talk 4x faster. Get 1 month of Pro free with code OPENRESIDENCY: http://ref.wisprflow.ai/open-residency-aug26Poppy: A visual AI workspace for thinkers who hate linear chat. Get $25 off: https://getpoppy.ai/openresidency (use code "OR")Momentous: NSF Certified for Sport®. Use code OPENRESIDENCY at livemomentous.com for up to 35% off your first order. → https://livemomentous.com