Episode #
What We Would Gamble On
December 24, 2025

Neil and Eric break down smart bets from a work and investment perspective, why crypto still has upside potential, and why hiring great people only works at the right stage of business. They share real numbers behind outbound email, gift card incentives, and ROI, then unpack the biggest marketing wins and losses of 2025. The episode wraps with how podcasts actually make millions through ads, brand trust, and backend conversions, plus lessons from growing agencies, software, and global marketing strategies.

Key Takeaways

• Crypto and self-investment beat most external bets

• Lead quality matters more than lead volume

• Podcasts drive millions beyond ad revenue

Chapters

(00:00) Work and investment gambles

(00:14) Crypto vs people investments

(01:15) Hiring timing mistakes

(03:14) Best investments in business

(04:01) Biggest marketing wins 2025

(05:45) Outbound email ROI breakdown

(10:38) Biggest marketing losses

(14:44) How podcasts make millions

Discover Latest Episodes

Episode
The Wells Fargo Client Retention Strategy That Actually Works
October 16, 2026

Some agencies win clients by inviting decision makers to Formula One boxes, but Neil prefers the way banks play the wine and dining game. Bank of America sent his CFO to a World Cup game with the hote...

Episode
ChatGPT Took Our YouTube Views From 800 to 15,000
October 16, 2026

Eric built thumbnail, editing and posting skills, and his long-form YouTube videos went from about 500 views to 15,000 to 25,000. Some of the team wouldn't use them, so they had to let people go, and ...

Episode
ChatGPT Plugins Added $500K ARR in Days
October 14, 2026

Someone added $500K in ARR in a week by putting their app in ChatGPT plugins, and Eric wants Carrot, Answer the Public and Ubersuggest in there too. Neil says that at scale, plugins help retention mor...