Investors & landlords

"For me the problem is I have 5 brokers I trade with ... so it's always possible that I'll buy and sale the same ticker symbol across brokers ... best I can tell the IRS requires this to be handled by you the taxpayer so.

 

That's exactly right.  TurboTax can't deal with this situation so you must.

 

If you're an active trader with 5 brokers and lots of volume with each one of them it seems like you'd be a candidate for a program into which you dump all your trades for the year and the program finds all the wash sales for you that exist across brokers... if such a program exits.