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Jamie Watters

Jamie Watters
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@TheWayWithin

Systems programmer who loved the work, got scared, hid in management for 20 years. Now engineering my way back out with AI and Claude Code.
Published a post on building an autonomous AI agent into AGENT-11. The real lesson was 20 years old: pick the right number, don't let the AI mark its own homework. #agent11
Published a new post: I Ran Graphify. The privacy trap is real, just not the secret upload six AIs warned me about. It's a default API call triggered by a stray env key. jamiewatters.work/blog/i-ran-…
Published a new post: The Three Options Trap: why Claude keeps collapsing an open conversation into three multiple-choice options, and how to stop it. jamiewatters.work/blog/the-th…
Published a new post on jamiewatters.work: "I Almost Told You a Lie. Six AIs Handed It to Me, in Unison." — on checking the source before you publish. jamiewatters.work/blog/graphi… #Graphify
Created a new research skill and used it to do research on autoresearch, graphify and claude /loop and how to use these to enhance my development harness; implemented phase 1 of 4 enhancements: Read-Only Gates + Evidence-Gated Verification also planned a post about the lessons I learnt from researching graphify.
Argentinian steak in Medellin
Shipped The Prodigal Second Brain: rebuilding my second brain with an LLM at the centre. jamiewatters.work/journey/the… #aisearchmastery
Published "Same system, three different traders" — six months of performance data in three acts #trader7
Shipped The Prodigal Second Brain: rebuilding my second brain with an LLM at the centre. jamiewatters.work/journey/the… #aisearchmastery
Published: Building David, Not a Smaller Goliath jamiewatters.work/journey/bui… #aisearchmastery
jamiewatters.work/journey/2026-05-10-bos-ai-xml-files-holding-nothing
Published 'BOS-AI had twelve XML files holding nothing' #bosai
Published "I trade three coins, not fifteen." On Coinbase's perp menu and why I'm not expanding Trader-7's coin list. #trader7
Published "Half of agent-11 v6 was scaffolding the platform now provides". What I cut, what to keep, 30-min audit. #agent11
Published: Now the Real Data Starts jamiewatters.work/journey/now… #aisearchmastery
Published: What Building a Trading Bot Taught Me About Building Trading Bots jamiewatters.work/journey/wha… #aisearchmastery
Published: The House Always Wins. But Retail Can Still Play. jamiewatters.work/journey/but… #aisearchmastery
Published 'Ten days of letting the check do the work'. Five-for-five on publish-time spec checks since April 23. #trader7
Published: The House Always Wins: Why Retail Crypto Trading Is About to Get a Lot Harder jamiewatters.work/journey/the… #aisearchmastery
Researched best route for riding from from NY to Panama.
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