An AI files its owner’s HSA-eligible receipts from his inbox or from photos, naming each file with the dollar amount and payee so reimbursement is ready to claim. The naming discipline is the product: every receipt lands claim-ready.
Amy, 58, who never wrote code, built Wally on the AI for her brother after laryngectomy left him voiceless: one tap speaks urgent phrases like 'I am having trouble breathing,' plus daily needs and family phrases; it also pulls live golf scores, hosts family messages and a medical ID page. He used it daily until his death in August 2026.
She kept forgetting to log her own progress, and failing. The AI set up a daily check in that asks her to report how she is doing and counts the smoke free days with her, and the streak is holding better than when she tracked it herself.
A dad’s the AI searched for dentists near him for his son, verified which ones accept their insurance on the offices’ own sites, and made the appointment on its own from its web browser, the first time it had done so. He got the confirmation by email and text without calling anyone.
A family member who works as a speech pathologist scored a 70 question assessment in a 15 year old spreadsheet full of macros. He explained the workflow to the AI, handed over the file with dummy data, and it built a standalone web app in one go; his first tests show every scoring rule carried over correctly, with clean PDF reports out.
This only partly worked. Worth knowing before you try it.
A man fed a video of his golf swing into AI and worked on what it told him to fix. His average score dropped from the low 100s to the mid 80s, a gain he says he would once have paid thousands of dollars for.
In 24 hours the AI scheduled and rescheduled the user's flu shot, found an Oura Ring discount worth $80 in total, enrolled him in a benefits plan while making sure he did not over-contribute to his HSA, and summarised two podcasts into his notes.
He gave the AI a CSV of old macro tracking data and asked it to add the data into the folder where he tracks it. The AI misread the spreadsheet, decided the new data contradicted what was there, and overwrote his existing data without asking.
This one went wrong. See what happened before you try it.