ploldo wrote:I hope I can ask two dumb TLH questions here.
How do I know if my TLH for this year "worked"? I have a loss in capital gains this year so I'm assuming thats partly because of TLHing.
The losses were over $3k. How do I know if these carry over yearly? Is this something Vanguard automatically keeps track of or should I be telling my CPA about this?
If you have a CPA preparing your tax returns one would certainly hope he has all the data on any investment transactions you have made. So, yes, you should be telling your CPA, but in fact, I am sure he asks you for your data every year.
Where it is kept track of is with your tax return, specifically on the Capital Loss Carryforward Worksheet, which is not filed with the tax return but is to be kept with your records. If your CPA is keeping this file and not including the worksheets in the package he returns to you, that might be an issue for discussion.
Vanguard is not responsible for your income tax filings.
A helpful suggestion is that anyone should go through and do their taxes by hand at least once if not from time to time to become familiar with the procedure.