My agent got stuck at the login on a simple expense claim

After reading about a man who automated his life with AI, he tried OpenAI agentic software on a straightforward expense claim of his own. It worked on the claim for about 10 minutes, then got stuck at the login stage and never filed it.

This one went wrong. Read what happened so you don’t hit the same problem.

How it works

Gives OpenAI agentic software a straightforward expense claim to file
The agent works on it for about 10 minutes
It gets stuck at the login phase
The claim is not filed

Why it’s worth knowing

Filing an expense claim is the kind of plain office task agents are sold on, but the agent never got past the login, so the claim still had to be done by hand.

Where it’s from

Summarized from a public post on bsky.app. See the original ↗

Upgraded prompt

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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.