I got a private lesson on Claude Cowork & Claude Code
Boris Cherny, the creator of Claude Code, walks through a live Cowork demo and unpacks the 13-tip viral setup thread that got 99K bookmarks.
January 23rdA 22-minute honest debrief on agentic loops — what they are, why well-funded builders swear by them, and the one case where they actually work.
Agentic loops are only reliable when success is binary and the feedback mechanism is fixed — every other use case hands the agent your product vision and your token budget, and it will spend both badly.
The viral framing that you should design loops instead of writing prompts makes sense for researchers with unlimited token budgets, but not for builders on $20-$200/month plans. A fully autonomous loop removes the human from the decisions that most determine whether a product is right — leaving the agent to fill gaps with assumptions that drift from your vision and drain your account. The only place loops reliably pay off today is constrained, binary-feedback work: code review, SEO pages, any task where a score or a pass/fail gives the agent something objective to chase. Human-in-the-loop is still the best loop.
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Greg frames the episode: clear definition, honest hot take, real working example.

Whiteboard walkthrough of human-in-the-loop vs. the Boris/Peter fully autonomous agent loop, using stick-figure diagrams.

All slash loop commands are the same pattern. Two problems: heavy token burn and the impossibility of spec-ing your full product vision in one document.

Greg coins the phrase. Mic imagines the sophisticated Boris/Peter harness (test suites + browser use), then names Peter's $1.3M/month token burn.

The one loop Mic runs daily: Cursor to GitHub to Greptile score to greploop skill to iterate until 5/5 or 5 turns. Only ships to production at >4/5.

Loops work where output is binary — code review, SEO pages. They fail for app-building that requires mid-course real-user feedback.

Both agree autonomous loops are coming. As of June 9, 2026, human-in-the-loop is still the best loop.

Wrap, credits, and mutual appreciation.
The right question is not whether loops are powerful — it is whether your task has a fixed, machine-readable success condition, because without one the agent is just spending your money on guesses.
“AI can replicate sauce. It can't create sauce.”
“You're gonna understand why it is a terrible mistake, and unless you have money to burn, you are not to do it.”
“Human in the loop is the best loop.”
“In one month he burns 1,300,000 dollars worth of tokens.”
“This is a very closed off, very goal-oriented loop.”
See every word as it's spoken — crank it to 2× and still catch all of it. The same dual-channel trick behind Amazon's Kindle + Audible.
The tweet that started it all said you should stop writing prompts and start designing loops that prompt your agents. Ross Mike sat down to explain what that actually means, why it breaks most budgets, and the one daily exception that earns its keep.
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22:25Boris Cherny, the creator of Claude Code, walks through a live Cowork demo and unpacks the 13-tip viral setup thread that got 99K bookmarks.
January 23rdJonathan Courtney walks through his four-step Promoter Blueprint, then shows live how he used Claude and Claude Code to build a $450K webinar campaign in about an hour.
February 11thA 24-minute solo breakdown of the AI experiment-loop tool that went viral — and 10 businesses you can build on top of it.
March 11thA 64-minute masterclass where a Codex true believer converts a Claude Code skeptic, live, on camera.
April 27thA 57-minute masterclass on the three-layer system that separates companies that merely use AI from organizations that get smarter every day.
June 8thHowie Liu, co-founder of Airtable, walks through the macro case for the agent economy and then live-demos HyperAgent — a cloud-native, UX-first agent platform built for running a fleet of digital employees.
April 29th