Matt, who is single, always has elected to itemize deductions rather than take the standard deduction. In prior years, his itemized deductions always exceeded the standard deduction by a substantial amount. Based on recent tax law changes and the fact that he recently paid off his home mortgage, he projects that his itemized deductions for 2020 will not exceed the standard deduction by very much, if at all. Matt anticipates that the amount of his itemized deductions will remain about the same in the foreseeable future.

Matts AGI is $350,000. He is investing the amount of his former mortgage payment each month in private activity municipal bonds. A friend recommends that Matt buy a beach house to increase his itemized deductions with the mortgage interest deduction. What are the relevant tax issues for Matt?

Provide at least three (3) relevant tax issues and explain them.