He pointed the AI Fable at a newspaper archive and asked for a timeline of wildfire events in and around the Adirondacks. The result is an interactive timeline built from 12,000 pages of newspapers.
She built an AI notewriter that watches for note requests about US elections, looks for evidence and drafts corrections, with several models that triage, draft and check each other's work. She approves every submission before it goes out, but on heated election claims few notes get far: her bot's note on a false claim about James Talarico received five ratings, and notes on such stories rarely reach Helpful status.
This only partly worked. Worth knowing before you try it.
Jack created a recurring daily website-check goal by chat in about a minute, then deleted it by chat. The Goals tab itself was slow to load (once 25 seconds, once stuck on placeholders).
A non-developer used AI to restore his foundation's broken donation payments and restructure the portal into four separate funds; the site shows $17,149,000 in donations processed.
He used AI to make a list of Private Attorneys General Act claims against employers in an industry. The list was made in support of an organizing drive, and he says the tool is almost always helpful on tasks that involve a lot of data.
Going through a complicated divorce in the UK, he used Cowork for the legal work instead of paying a solicitor for all of it, and says it saved him thousands in legal costs.
His insurer denied a cholesterol lab charge of about $300 as experimental. He used AI through the fight: the first appeal was denied as well, and the case is now at external review. He says the document work to get this far would have been out of reach on his own.
$300one time
This only partly worked. Worth knowing before you try it.
He had the AI collect his will and trust documents and check them against state statutes. The review found missing signatures, an illegal clause, and outdated law references, and he fired his attorney the same day.
Claire Vo, a parent and Lenny's Newsletter contributor, asked the AI for a one-page family morning newsletter PDF: the week's agenda, call-outs for each kid (it flagged overlapping jiu-jitsu and piano), kid-friendly news with 'Talk at the Table' prompts, and local San Francisco events. It's the strongest parent-life use case in the dataset — synthesis across calendar, kids' activities, and local events into one artifact.
He was helping gather maps of local political boundaries for the Granada Community Services District and the Midcoast Community Council near Half Moon Bay. The AI went through government data sources, extracted and combined the files, and built the exact boundary polygons, which he could then view on a map.