Broke my own rules on expiration windows, and got smashed on upside "loss"
u/BabyJesusAnalingus ·
Reddit — r/thetagang
· May 17, 2026 at 20:22
· ⬆ 20 pts
· 💬 13 comments
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Previously, I would never, ever, write longer than 14 days, and usually more like 4DTE in most cases. That brought me a tight window where I understood the delta and how much I'd be leaving on the table when calls out-performed and I was assigned.
For reasons that I won't get deeply into (basically my broker got annoying unavailable and I wasn't self-directed yet), I just got aggravated and wrote calls out to 6/18. Got totally wrecked. I mean, I didn't "lose" money, but I left like $80,000 on the table.
Never again!