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@Mjdy2k You are likely on top of this but just in case; In your initial post up thread you mention a "bill" of $70k. It's worth clarifying if this is the gain you are trying to shield or the estimated cash tax bill (which is 1/2 of the gain times your marginal rate). If it is the estimated tax that will be owed you will likely need a loss of considerably more than $100K to shield the gain.

Also, keep in mind any tax owed will not need to be paid until next April (unless you are currently paying instalment taxes).
 
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