Episode 18: Daniel Berk (https://www.linkedin.com/in/danielberk/) and Troy Munson (https://www.linkedin.com/in/troymunson/) talk to Tyler Denk (https://www.linkedin.com/in/tyler-denk/) — co-founder and CEO of beehiiv, and creator of Big Desk Energy — about going from $120K in debt to building one of the fastest-growing media platforms in SaaS.

— Show Notes:
(0:00) Tyler joins Two Dads in Tech
(1:00) Why beehiiv switched from DocuSign to Agree
(3:00) From broke college grad to Morning Brew
(8:00) Can AI really replace SaaS products?
(14:00) Building a business that AI can’t disrupt
(19:00) Big Desk Energy: from playlist to side hustle
(24:00) “I’ll never bet on a founder who doesn’t work weekends”
(27:00) Why beehiiv will win — and how culture plays a role
(34:00) What Tyler looks for in top hires
(46:00) How much would it take for Tyler to sell beehiiv?

— Links:
• Shop Two Dads in Tech – https://shop.twodadsintech.com/
• Two Dads in Tech Newsletter – https://twodadsintech.com/
• Listen on Spotify – https://open.spotify.com/show/30GQP8FPJoKpLGpYBahlFP
• Listen on Apple – https://podcasts.apple.com/us/podcast/two-dads-in-tech/id1785662964
• Check out Dimmo – https://www.dimmo.ai/

— Follow the Two Dads:
Subscribe, like, and share if you’re building, selling, or scaling in B2B SaaS. New episodes drop weekly.

It’s a serious one, but don’t worry — we still bring the dad jokes.

This week, we talk about two heartbreaking stories of teens who were influenced by bad friends and AI tools. As two dads, it really hit home. We talk parenting, tech, and how we even begin to prepare our kids for this wild world.

Also in this episode:

• A $50M AI startup is in hot water with their investors 😬
• Why there are too many AI tools in sales (and why most will flop)
• Remember Siri? Yeah… what happened there?
• Amazon’s AI review tool: helpful or horrible?
• DogeQuest: a Reddit movement going after Tesla owners (seriously)
• Going full flip phone — could you survive?

And… we got our first sponsor! Big thanks to Agree.com for keeping this pod rolling. (We even used their tool to sign the deal!)

This week on Two Dads in Tech, we unpack the viral spy scandal between two HR tech giants — Deel and Rippling. A mole, a honeypot trap, and a bathroom escape? It’s like a Netflix drama, but real.

Then we shift into dad mode. We get honest about postpartum depression for dads, the identity crisis that hits after having kids, and why therapy isn’t just for couples in crisis.

We also sneak in some weird facts (like octopuses having 3 hearts), debate if we’d go to jail for $70 billion, and share what SaaS company we think won’t survive the next 5 years.

💡 Topics Covered:

• Deel vs. Rippling spy story & lawsuit
• Corporate espionage in tech startups
• Postpartum depression for new dads
• Therapy, marriage, and mental health for men
• Parenting struggles & identity shift
• Fun tech facts + dad jokes
• Big tech predictions: who survives?

If you're a dad in tech, love startup drama, or just want a break from serious podcasts — hit play. We talk about what most people think but won’t say out loud.

🧔👶 Two Dads in Tech

Follow, rate, and share if you laughed, learned, or both.

#fatherhood #techpodcast #mentalhealth #startuplife #saasdrama #corporatespy #postpartum #twodadsintech