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Get your taxes done using TurboTax
Funeral expenses aren't deductible at all. You'll need to file a 1041 if the estate has income of $600 or more and it will probably get a 1099.....or more than one.....anyway. You can probably deduct the legal expenses on the 1041 depending on what they were for and the broker's commissions are deducted as selling expenses.
Box 5 is this:
Box 5. If checked, the securities sold were noncovered securities and boxes 1b, 1e, 1f, 1g, and 2 may be blank. Generally, a noncovered security means: stock purchased before 2011, stock in most mutual funds purchased before 2012, stock purchased in or transferred to a dividend reinvestment plan before 2012, debt acquired before 2014, options granted or acquired before 2014, and securities futures contracts entered into before 2014.