The back-room conversation at Less Miserable Tech
What broke. What’s *next*.
Less Miserable Tech Backchannel is the back-room conversation at Less Miserable Tech. Kelly, Lucas, and Natalie compare notes on what they’re building, what broke, and what they’re still figuring out—an honest look at the work behind the tech.
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Nov. 4, 2026
Knowing What Good Looks Like | Backchannel 02
54:46
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“Please don’t break it any more than it is. It was one bug.”
Kelly wants a coding agent to fix his PDF splitter. The agent has bigger plans. Nat knows the feeling: she’s just talked Codex through several projects, only to discover it’s been working without the project folders she thought it had. A lot of work got done. Now she has to figure out how much of it to undo.
Lucas’s dashboard works, but the AWS bill sends him back through decisions the
Watch the episode · Listen on Podpage
“Please don’t break it any more than it is. It was one bug.”
Kelly wants a coding agent to fix his PDF splitter. The agent has bigger plans. Nat knows the feeling: she’s just talked Codex through several projects, only to discover it’s been working without the project folders she thought it had. A lot of work got done. Now she has to figure out how much of it to undo.
Lucas’s dashboard works, but the AWS bill sends him back through decisions the
Nov. 3, 2026
The Last Mile of Making AI Useful | Backchannel 01
Kelly, Nat and Lucas compare AI news briefs, coding subscriptions and project systems, and the last mile of making them useful. Recorded August 13, 2026.