A random mix from the whole library. Shuffle for a new set.
He let an AI run his HighLevel affiliate site for two weeks. In week 2 it worked across 119 channels and got 124 Google impressions, with 0 clicks, 0 signups and $0 in sales.
Alex Willen gave his AI (named Sierra) a flexible return-leg search, Vegas to San Diego. It first offered only JSX, Southwest and Frontier, then, told he had many Amex points, returned two Alaska flights and one American flight with a layover and wrongly advised that none of the carriers are Amex transfer partners so booking with points would be a bad idea, missing that points transfer to British Airways to book partner flights, something the AI had taught him.
The Cowork integration appears to have deleted his AI container state. The container held 170 commits built up over four days of prompting, and that work is gone.
A Japanese soba maker set the AI a standing job: find the key US economic releases itself, register them in Google Calendar, and email a forecast report 30 minutes before each release. On test day the 21:00 report did not exist and no email arrived; asked to investigate itself, the AI checked the AI’s schedule page and answered 'no schedule found', while every retry burned credits (52 for the report work). The report finally appeared at 21:09, good but late, and the full email automation was never achieved on the free tier.
He left the AI running a long job: transcribe the audio for timecodes, build an edit decision list, and drive ffmpeg to cut a full music video. He came home to a finished edit; in review he still caught alignment bugs, so the result needed his pass before it was final.
Asked GPT-5.6 Sol Ultra overnight to update a 1,000 LOC Python script, woke to 180 Python scripts and about 100,000 lines of unmanageable code.
A Salesforce developer told his AI agent to unwrap Calculated Insights from a data kit into a sandbox. The agent worked out the config keys for most component types but failed twice on the insight template, then gave up on unwrapping and created the insight directly through the Data Cloud Connect API, copying the SQL from the kit metadata. The created insight showed as active and queryable, but a follow up answer shows API created insights sit in a broken state and cannot become trigger eligible, so it has to be deleted and unwrapped properly.
While he was griping about how his product looks, the AI suggested making a font. He let it install FontForge and make one. The result was poor, even though the AI said it was a good job.
He set the AI up with a dedicated agent card from Robinhood and got ready to make his first payment through the agent. The payment was blocked.
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.