The same Cowork setup checks his father's email for work orders and schedules his father's meetings automatically. He turned off data sharing with AI for this, so the mail is not saved anywhere else.
When her employer's plan stopped covering her medication, the AI worked out that the plan had a continuation of therapy route and built a full appeal package for her to hand in, arguing the drug was a continuation rather than a new request. She filed it, and her doctor used the letter template it wrote.
This only partly worked. Worth knowing before you try it.
His phone already blocks most spam calls. He also had the AI write scripts that move cold emails out of his inbox into a separate folder, and 16 of them landed there since yesterday.
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 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.
A Business Insider Japan writer gave OpenAI Dots access to his email and calendar. When event and interview mail arrives, Dots pulls out the date and the job and puts it in his calendar. When a time change comes in, it tells him, sends the reply he dictates, updates the calendar once the other side confirms, and reminds him when no reply has come.
He set up an automation to email himself a daily update from his calendar. Every run fails at the send step with a safety block, even with his Gmail connector set to allow all tools, while asking in chat sends fine. He rebuilt it several ways and every version stops at the same point.
This one went wrong. See what happened before you try it.
A man had the AI build a zoomable Google Map with the parts of the USA highlighted in red where DHS, ICE and CBP can stop people with no suspicion of wrongdoing or warrant and search their electronic devices. He put the map on his own website so anyone can check it.
His agent sweeps his email and call transcripts looking for work he missed, then drafts the follow up messages and tickets for him. It catches commitments that slipped past him in busy weeks.
UFC fighter Justin Gaethje (verified, 3.7M followers) introduced his AI 'Highlight' for his training, travel, and business schedule. A notification reminded him of a Phoenix flight; he asked for tee times and the app showed options (Legacy, Aquila, Raven, Encanto) — he booked Raven Golf Club at 1:30 PM.