Knowing What Good Looks Like
Kelly, Nat and Lucas ask how you tell whether an AI tool's convincing result is any good. Recorded August 27, 2026.
Watch, listen, or read notes> Small fixes for real work
Technology should make work less miserable. Not become a whole extra job.
Less Miserable Tech is a podcast and field journal about real workflows: where they get stuck, what small fixes actually help, and how to make systems fit the people doing the work.
principle
Don't start with the AI tool. Start where the work gets stuck. Name the friction, then decide what kind of fix is worth trying.
Published episodes
The Last Mile of Making AI Useful
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.
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Make Your AI Agent Less Miserable
Long silences, vague progress updates, and awkward controls kept getting in the way. A few small fixes made my AI agent easier to use regularly.
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The Right Tool Was a Cardboard Box
I almost delayed the first episode while trying to perfect the setup. An outdoor table, a toolbox, and a cardboard box solved the actual problem.
Watch, listen, or read notesA conversation series
Less Miserable Tech Backchannel
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.
Step into the BackchannelRecent field notes
The Little Things That Make You Avoid Your AI Agent
Long silences, vague progress updates, and awkward controls can keep a useful AI agent from becoming part of your work.
Sometimes the First Problem Is Figuring Out What the Problem Is
Before you pick the tool, name the thing that keeps making the work harder than it needs to be.
