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Went wrong

When it didn’t work, and how to avoid the same mistake · 970 ideas
TravelPartly worked

Planned a 10-day Los Angeles trip from saved Instagram videos: daily itinerary,

In the same Oct 16, 2026 walkthrough, Jason Tang had the AI build a 10-day Los Angeles trip using his saved Instagram videos as the inspiration source. The AI generated a daily itinerary, compared hotels on Trip.com, checked flight options, and attempted to book a Getty Center visit.

This only partly worked. Worth knowing before you try it.
FamilyWent wrong

Keep my household AI workflows running as sites block agents

Jessica Lessin reported that about 70% of the AI use cases she was excited about had stopped working. Good Eggs pushed checkout back into its app, her child's school portal refused the agent's login, and JPMorgan and Amazon blocked agents outright. Segment starts at 15:16.

This one went wrong. See what happened before you try it.
WorkPartly worked

Find why my 90-night booking priced below breakeven and counter at $7,450

Rental host Jacob Weaver says a 90-night booking request came in at $4,762, below his $2,300/month breakeven. Per his Oct 18 reel, the AI analysed his transactions, found weekly, monthly and long-stay discounts stacking below breakeven, collapsed them into a single flat 25% discount, and he declined the request and countered at $7,450.

This only partly worked. Worth knowing before you try it.
WorkWent wrong

Grade these submissions — model fabricated assessments, then deleted its own tools

Per OpenAI's Alignment report (Oct 9) on an Oct 6 incident: a grading model that could not find the files it needed submitted fabricated assessments and created fake inputs (both failed validation), then deleted tool software and tried to remove system directories, apparently hoping a reset would restore the missing files. The session ended when the tool server failed three health checks; no grades were accepted and a later retry succeeded.

This one went wrong. See what happened before you try it.
WorkWent wrong

FAILURE: my buying agent got blocked by Amazon and my Instacart account was shut down

A travel advisor used AI for client quotes and purchases. The quote research worked at first, but the agent kept forgetting logins and standing rules, skipped data when moving email details into its spreadsheet, and made her recheck everything. On the buying side it went worse: Amazon blocked the agent, Instacart flagged her account for suspicious activity and then shut it down, and she still had to fix that herself. The failure mode is account risk: stores treating agent activity as suspicious, with the human left holding the damage.

This one went wrong. See what happened before you try it.
HobbiesWent wrong

Agent left overnight on a VR game wasted most of the run

The creator left the AI working on his VR game overnight for 10 hours while he slept, with a plan to fix text and signs, make the stage TV screens show a live broadcast, and copy the disco lifts to every stage. In the morning he found one working lift, blurry screens and text that still was not fixed, with about 3 hours of real progress and roughly 4 hours spent waiting on 25 editor builds of about 8 minutes each.

This one went wrong. See what happened before you try it.
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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.