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Thanks for everyone's input. I understand the basic concept of the wash sale but I couldn't connect my basic knowledge with the limited info that appeared on the 1099-B.

It wasn't until I bounced my records against the 1099-B that things became more clear. It took a bit to keep things straight in my head since my trade cost basis differed from my 'tax rule' cost basis, even on some trades with a capital gain (due to loss carry over)

Thank goodness for Quicken/TurboTax. As I filled in the boxes, I would glance at the underlying new tax form to see how things fell out. Yikes!! I might have opted for jail time over trying figure out how to do that manually for 300 round-trip trades.

And most mercifully, last night my brokerage made the 1099-B data available for import to TurboTax. So that section of my return was done in about 15 minutes (I was looking at 15+ hours keying it in by hand)

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