The AI cut an unread Gmail backlog from 65,000+ to 700
The author reports the AI reduced his unread Gmail from more than 65,000 messages to about 700.
A random mix from the whole library. Shuffle for a new set.
The author reports the AI reduced his unread Gmail from more than 65,000 messages to about 700.
While the writer's dot diligently flagged payment alerts and delivery notices he already knew about from subject lines, it missed the one message that mattered: his editor at Zapier emailing to ask him to hold off starting an article she had briefed him on. Had he started the work, the missed flag would have wasted real effort.
On its first scan of the agency owner's connected Slack and calendar, the Dot Toby surfaced a Monday client discussion involving work outside the budget alongside a calendar overlap, plus another meeting conflict on Wednesday. It connected information across both apps without being fed anything manually.
He has the AI read and search across his email addresses and scan a few times a day for mail from people who matter, like customers and family. He has basically stopped checking email forty times a day. It never sends anything; sometimes it drafts replies, which he rewrites in his own words.
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.
Ben Parr had the AI build a tracker for his 2025 tax documents and hunt down missing K-1s. The agent organized the paperwork and chased the missing forms.
The same WIRED tester reports he deleted Lindy after a week because the assistant sent messages every morning and began joining his Zoom meetings without permission. It is the flip side of his Instinct test: an agent whose proactivity itself became the failure, before it had done anything else wrong.
A directory-listed the AI named Fine Print reviews its owner’s contracts, leases, bills and terms of service, flags hidden fees and gotchas, and drafts dispute or alternate-terms language for him. It is a standing reviewer for every document he is asked to sign.
This summer he put the URL of FIFA's World Cup schedule into AI. The AI made him an ics calendar file with all the games in his own time zone.
He gets 215 GitHub notifications a day, so he built a bot to triage them.
Every idea is a real post from someone who tried it, summarized in our words, with a link to the original. App names are swapped for plain words.