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    Home » I Let AI Pick My Oscars Ballot. It Messed up Oddly, however Still Won. | Invesloan.com
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    I Let AI Pick My Oscars Ballot. It Messed up Oddly, however Still Won. | Invesloan.com

    March 21, 2026
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    I tried something different at my friends’ annual Oscars party this year: I outsourced my ballot to Anthropic’s Claude.

    It beat around the bush at first, so I asked it to just give me the winners. Claude obliged, delivering confident picks across nearly every category. And it worked.

    I won the pool and walked away with a box of chocolates and bragging rights.


    Alistair Barr used Anthropic's Claude to make Oscar picks

    Alistair Barr used Anthropic’s Claude to make Oscar picks 

    Alistair Barr/Business Insider



    But here’s the twist: Claude didn’t even complete the assignment fully.

    It failed to pick a winner for Casting, a new Oscar category this year. Maybe the model didn’t register the addition?

    And in a couple of other award categories, Claude picked candidates who weren’t even on those shortlists. Check out the photo above to see where it went wrong.

    Even so, my Claude-powered ballot still outperformed everyone else’s at the party.

    That feels like a glimpse of the jagged edge of AI: systems that are clearly powerful, occasionally brittle, and still good enough to win.

    Next year, I doubt I’ll be the only one showing up with an AI-generated ballot.

    Sign up for BI’s Tech Memo newsletter here. Reach out to me via email at [email protected].

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