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August 19, 2026

Your Broker Says You Lost Money on That Roll. Here's Why It's Wrong

You rolled for a credit, felt fine about it, and the statement printed a realized loss anyway. Three numbers describe that roll — and only one of them answers whether you actually lost money.

rolling optionstrade journalingcost basiswheel strategy
August 19, 2026

Does Covered Call Premium Actually Lower Your Cost Basis? Yes for Tracking, No for Taxes

Your journal says the premium lowered your basis. Your 1099-B says it didn't. Both are right — they answer different questions, and the difference decides which year you pay tax.

covered callscost basistrade journalingwheel strategy
August 6, 2026

What Happens to Cost Basis When You Roll a Put

A roll feels like one move, but your broker books it as a closed loss plus a brand-new trade. Here is the exact math that keeps your real entry price visible through the whole chain.

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August 6, 2026

How to Calculate Cost Basis After Assignment, Step by Step

Assignment turns a short put into 100 shares — and one question: what did they really cost? A worked example from the strike price down to the adjusted basis, one step at a time.

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