Glen Coates
@glencoates
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VP Product @shopify Core. Fmr Founder/CEO @handshake. Bad at Twitter.
Brooklyn, NY
Joined June 2011
That bit when auto-compaction happens and you have a few seconds to wonder which amnesiac yolo-moron is about to walk through the door and shoot you in the head. The movie Memento was oddly prescient.
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Funny irony in coding with LLMs is that they are terrible at building LLM apps. I get it, it's not in the training data, it will fix over time. But it's like talking to someone in tech who isn't self-aware. I guess there's a first time for everything.
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When you start writing the prompt to ask for a "verbose" switch to be added to your script to dump its internals, and then just stop and trying running it with --verbose and realize that the LLM already put it in days ago
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Human and AI engineer similarity: default anxious/unwilling to challenge direct orders, even on tech design where they have expertise. Explicitly asking to be told when you are wrong or have bad assumptions unlocks real feedback + produces massively better results.
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3 skills that matter most now: 1. Strong opinions on what to build + why 2. Giving clear instructions to engineers on what/how to build 3. Being able to sniff when the code is awful / you are being bullshitted aka: ex-engineer PM / product-oriented eng mgr (same thing)
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For the last 25 years, the first icon in my dock has been a browser. Mozilla, Firefox, then Chrome. "use internet" ~= "use browser". Feels unlikely that will be true for my son. I suspect opening browsers for him will be like going to the public library for me.
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~2000: splurging hours hacking my .emacs to make editor more fun and colorful ~2025: same thing on Claude Code statusline to quote Phoenix: do you remember when 21 years was old?
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Killer biz model Me: these 200 lines are a dupe of the 200 lines above Claude: uh huh Me: you billed me to write all of them? Claude: sure did Me: now you agree that we should DRY them out? Claude: 100% Me: and you'll bill me to delete them? Claude: without a doubt buddy
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When you get through the 20% sugar-high of vibe-coding a working app wheee! and descend into the 80% ball-ache of vibe-unfucking the code smells so you can sleep at night while it spends your money
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What is the AI Safety Level called when you ship a crypto DCA robo-trader to production that spends large amounts of your actual money that was built 100% in Claude Code? ASL-HODL?
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Asked github copilot to rename a file ext to .bak because not on dev laptop It spun up a dev environment and reasoned for 4mins to create the PR, which was pretty entertaining Amazing that it works at all tho ... like warming up leftovers by detonating a nuke
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Claude: this refactor will take 6-8hrs. Me: that sounds insane, you normally do this kind of thing in 5 mins, did you just turn back into a human? Claude: oh, sorry I gave estimates like a human developer, it will take 10 mins.
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I know "LLMs making shit up" isn't really a story in 2025 but honestly I would have thought that a frontier reasoning model would do better on basic math like this by now, esp. if we're talking about gold medals in Math Olympiads https://t.co/4Ooxx3XtMB
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anyone have a keyboard that has a dedicated key for CTRL+R? this two-finger biz is wearing me out man
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Try to upgrade to Github Pro. It makes you click "save" three separate times for personal info, payment info, and submitting. The kicker is the "this might suck" reward you get at the end. I realize this is basically 3-step checkout, but I guess it's a visceral reminder of what
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Perk of living in Brooklyn: I’ll be first in line to buy artisan hand-typed code when it first appears, on floppies hand-signed by the author.
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Can't talk, driving. I can't seem to beat 1:51, although I blame the synth solo that hits right near the end for distracting me from my A-game. ecomm blah blah blah .. but what a soundtrack :) https://t.co/0ZS08MRxOJ
shopify.com
Full throttle into worlds beyond. What’s your best time?
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When you run OAI Codex for the first time on one of your personal repos, start the "find a bug" task and wait anxiously ... only to be told the most serious bug is a typo in a comment. AW SHUCKS GPT THINKS I CAN STILL CODE PRETTY GOOD
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