Deductions?

This type of investment can also offer great tax deduction, depending on your situation.Best of luck on your first deal, feel free to connect with more questions.

For a tax specialist, look for someone experienced in real estate investing to maximize deductions and plan for your goals.

Knowing what I know now, I will never contribute to Roth; I will only make pre-tax contributions, get maximum tax deductions, invest, and then be selective about which asset I want to convert (such as the one above).  

Many times I would take an aggressive stance on certain deductions and wanted to clear them with him as he ultimately signed off on the return.

@Tyler Garza Your strategy is a solid start, but avoid using a corporation for rentals due to double taxation and fewer deductions.

A good real estate accountant can save you thousands of dollars by leveraging entity selection and formation, tax deductions, cost segregations, bonus depreciation and tax planning.I recommend finding an accountant who specializes in real estate taxation, business taxation, financial planning and tax planning.You may want to consider working with your accountant remotely to expand your options.I would also recommend looking for a accountant willing to work with you throughout the year.

He says he will go back and add my deductions (they didn't input them, somehow also my fault??).

Can still use the $250k primary residence deduction per spouse on capital gains.  

Figure you are paying $6K in insurance for 5 years (assuming it doesn't go up) plus whatever the deductible is...is it better to save that money and should you need a new roof, pay for it yourself?