Season 1 & 2
One operator, one industry, three questions: which AI tool worked, which one didn't, and what they wish Silicon Valley would build for them. Full video, audio and transcript on every episode.
Retail & events
Two co-owners of a charcuterie shop off Central Park on the AI that replaced a hire, the agency quote they refused, and the proposal that still takes three days.
Creative
Swipe File owner and 20-year copywriter Neville Medhora on how AI killed his main business, made a dormant side project his primary revenue, and why he runs it all on a $20 ChatGPT subscription.
Cross industry
Six operators, seven industries, three questions each. Galina Fendikevich puts season one side by side: every real AI win was invisible, every real failure was public, and six executives described the same missing product.
Health & wellness
Dr. Nikki Siso built fifteen interconnected Claude skills with no technical background, cutting client intake from hours to 45 minutes and a 10-page report.
Restaurants
Conscious Kitchen founder Dr. Nikki Siso on the lease AI reviewed in three minutes, the permitting step it missed that cost $30,000, and what she runs now.
M&A advisory
Christine McDannell of The Magnolia Firm on cutting payroll 83%, pricing Claude at $40,000 a month of labour, and the AI valuation that was off by an order of magnitude.
Public relations
Sam Polstein on why he thinks about context engineering more than prompt engineering, and why every media database he has tried is three weeks out of date.
Hospitality
Sofiane Ghorbel of AL Hospitality Group on what AI runs behind the desk, why personalisation keeps failing at the front, and who should own a guest profile.
Yacht charter
Jennifer Kerum on running multilingual client conversations through Gemini, the client who trusted ChatGPT over his captain, and the intake tool nobody sold her.
Construction
Annija Eizenarma on why $20M legacy businesses still run on paper, what makes an AI pilot stall at month three, and how operators judge a vendor.
→
AI in
Construction
16 articles
→
AI in
Creative
18 articles
→
AI in
Cross industry
14 articles
→
AI in
Health & wellness
17 articles
→
AI in
Hospitality
15 articles
→
AI in
M&A advisory
14 articles
→
AI in
Public relations
13 articles
→
AI in
Restaurants
17 articles
→
AI in
Retail & events
14 articles
The Operator Brief
The tools operators kept, the ones they dropped, and what it cost to find out.
The Builder Brief
Product gaps in operators' own words, straight from the interviews.