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Almost every deduction I take is report both by myself as well as the relevant 3rd party. They literally get a report from brokerages on stock transactions and yet I also have to calculate cost basis and all that. Why?!


You don't have to calculate cost basis since the brokerages started reporting it several years ago. You just enter the total form your 1099-Bs onto the Schedule D.

There are a few cases (some crypto 1099s) where they tell you the basis on the statement, but don't actually send that to the IRS since it's not a security. In that case, you'd copy

There are a few scenarios where the brokerage doesn't know the right basis though--examples would be a wash sale across two different accounts.


You don’t have to. If the bases are all reported to the irs, you just need to put the totals on schedule D.

It’s amazing how much whining there is about these forms. A smart high schooler could do even a moderately complicated tax return. It’s when you own a business of some kind (including investment properties) that things get hard.


Some people have a lot of other things to worry about.


But plenty of time to complain, apparently.


Those are the easy cases. The hard ones are deducting expenses for businesses.


I have to do that too. Either way, it’s all a giant pain and seems largely to be a waste of time


To try to catch you lying of course.




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