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My trading bot isn't allowed to trade

2026-10-10

An AI agent watches my options trades, flags the good ones, and never presses the button. The scariest failure so far was the day it silently didn't run.

X (@g0mu_)

I have an AI agent that watches my options trades. It isn't allowed to place a single one.

It reads market data, checks my rules, and reports back. It follows a simple options strategy called the wheel. I sell puts on stocks I'd be happy to own, and I sell calls on shares I already hold.

The agent only raises a green flag when three things line up: a top pick from the newsletter I follow, a stock that's already in my book, and a cash check that says I can afford to be assigned. Then I press the button myself.

Two trades from the past couple of weeks.

One put I sold has lost most of its value, which is the good outcome when you're the seller. Most of the premium is already in hand.

Another put I sold on a green flag went the other way. Within days it was worth well more than I sold it for. It's underwater on paper, with weeks still to run.

The trades weren't the lesson. The plumbing was. The broker connection kept expiring every few hours. The newsletter login lapsed once, so we added a rule: no fresh read, no green flag. And on 7 and 8 Oct my bot usage ran out, and several scheduled checks just didn't run. Nothing told me. They were simply missing.

That last one is the one I keep thinking about. A bot that's wrong at least shows you something. A bot that silently doesn't run looks exactly like a quiet day.

So my rule for money is the same as for everything else I run. The agent flags. I place the trade. And before I trust what it didn't say, I check that it actually ran.

Not financial advice. This is just how I wired mine.

#MakingSandThink

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I have an AI agent that watches my options trades, and it isn't allowed to place a single one.

It reads market data, checks my rules, and reports back. It follows a simple options strategy called the wheel. I sell puts on stocks I'd be happy to own and sell calls on shares I already hold. The agent raises a green flag only when three things line up: a top pick from the newsletter I follow, a stock already in my book, and a cash check that says I can afford to be assigned. Then I place the trade myself.

One trade worked. One didn't. One put I sold has lost most of its value, which is what you want as the seller, so most of the premium is in hand. Another put I sold on a green flag moved against me within days and is underwater on paper, with weeks still to run.

Neither trade taught me much. The plumbing did. The broker connection kept expiring every few hours. The newsletter login lapsed once, so we added a rule that there's no green flag without a fresh read. And on 7 and 8 Oct my bot usage ran out, and several scheduled checks simply didn't run. Nothing alerted me. They were just missing.

A bot that's wrong at least shows you something. A bot that silently doesn't run looks exactly like a quiet day.

So my rule for money matches the rest of my setup. The agent flags. I place the trade. Before I trust what it didn't say, I check that it actually ran.

Not financial advice. This is just how I wired mine.