Oli Lehman

1 episode · 6 moments · last on 3 Mar 2026

3 Mar 2026Wayve’s $1 5B, Perplexity Redemption, Revolut Eye’s $100B, Decagon Founder Joins

2:03:064 min

Oli Lehman: FTX Collapse to AI Solopreneur

Oli Lehman of AI Solopreneur recounts being heavily exposed when FTX collapsed in November 2022, posting about it on LinkedIn where it went giga-viral and brought in future clients. ChatGPT's launch weeks later pushed him to go headfirst into AI, and he started the AI Solopreneur brand the following January/February, though he still advises crypto companies.

2:06:567 min

Attention Is the New Moat: Media, Taste & GTM Engineers

Oli argues that because AI made building cheap, VC capital floods toward attention and trust — citing media acquisitions like Starter Story by HubSpot and rising pay for AI-native 'GTM engineers.' The hosts note barriers to creating content have collapsed, with the quality of content dropping as a result. After Oli's stream drops and returns, he explains taste: studying the craft of story and brand, spotting AI slop on sight, and tracking culture from luxury brands to F1 to feel where media is heading.

2:14:254 min

Why the 'Three Years to Make It' Take Is Dumb

Oli breaks down why 'you have three years to make it or you join the permanent underclass' posts backfire: fear paralyzes people and pushes them into short-term thinking. He advises positioning around durable trends like AI and robotics, notes the hype usually comes from course-sellers or capital-raisers, and warns that chasing the hottest short-term idea means a million competitors — until Anthropic ships an update on Thursday and you're gone.

2:18:097 min

How Oli Actually Uses OpenClaw (+ X Payouts)

Oli explains his core work happens in Claude Code while OpenClaw serves as an admin console via Telegram topics — beehiiv, customer support, analytics cron jobs — matching newsletter feedback to actual customers and turning reply data into product ideas; restaurant-booking demos he calls toys. He mocks the 'woke up and it built a unicorn' LARPing (the tweet is the product), then shares his X creator payouts: impressions-based, peaking near $2.5K in a wild month, usually $500–$1,000.

2:24:4810 min

AI-First Service Companies: The Underrated Play

Oli argues services are underrated as AI eats software: classic industries are still manual (even plumbers), in-person Claude setup companies for executives exist, and Y Combinator is now taking AI agencies. With building a supply-side problem, tool-agnostic services and education around frontier tools have a higher hit rate — the hosts compare it to Andrew Wilkinson's website-building agency days. Oli says he turns away more demand than he can serve, and that since 'you need to be unemployed to keep up,' removing cognitive load is exactly what people pay for.

2:34:432 min

Curation Is the Moat — Wrapping Up with Oli

The hosts list two days of funding news — Wave's $1.5B UK raise, Stripe's $159B valuation, Revolut targeting $100B — to show how impossible keeping up has become even for people whose job it is. Oli argues that in information overload, trust and curation like ETN's become the moat rather than just asking an agent. They thank him — noting they rarely host solopreneurs, Fleet aside — and he apologizes for the tech issues and floats doing live streams.