The Old Money Playbook
The dead operators
knew how to build.
Every week one legendary operator comes back to answer a single question: what would you build today? We hand them the modern tool stack and let them run the play — the real workflow, the actual spend, the move that still works.
The latest dispatch
No. 01 Attention
J. Walter Thompson would run an AI UGC farm.
50 ad variants a week, one operator, AI actors reading the script he would've written. Meta picks the winners.
30:35 Arcads · HeyGen · Creatify Watch the episode →
More from the chronicle
The full chronicle →- No. 24 Ward would run a niche Telegram curation channel. Aaron Montgomery Ward Upcoming
- No. 23 Caples would run a lead-gen CPA arbitrage. John Caples Upcoming
- No. 22 Hetty Green would buy and optimize small businesses. Hetty Green Upcoming
- No. 21 Hale would build a Pinterest affiliate pin library. Sarah Josepha Hale Upcoming
The toolkit
48 tools the operators would actually use.
Every tool named on the show, with a direct link to try it — annotated, not buried in a feature table.
Open the toolkit →