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>> In the Tax Q&A by Roy Lewis, he mentioned that Wash Sales only apply if the security is carried into two calendar years. <<

I think you should look again. The discussion of "two calendar years" probably had to do with "shorting against the box" rules and/or with warning/suggestions on how to identify wash sales on Sched D even if the position was only reopened in the following year after a DEcember sale.

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