Luckily, I did not opt for the cheap route and appear to have pretty solid coverage (I did go with the higher deductible at $3k).I would love to get some feedback or input from anyone that has dealt with this before.

I am recommending to my clients to file if they have quite a few shingles off because if we have another hurricane that deductible goes toward the next one for this year.

Unfortunately, any tax loss you incur on the sale of a primary residence is not deductible. 

I have never had a tenant contest what  we charge against Security Deposits, but most of our units come back in good shape as we screen well and are fair about SD deductions.

On top of this, I would like to hear advice on doing everything I can to accurately maximize my tax, repair, & closing cost deductions. 

This will improve your DTI by boosting your earnings, while simultaneously increasing the amount of deduction you can claim under the new tax deduction 199a. 

They just count toward your basis, and can reduce any gain when you sell.Part 2: Mortgage Interest and Real Estate Taxes 75% will be deducted against rental income on Sch E 25% will be deducted as itemized deductions on your Scheduel A (If your itemized deductions are above the $24k required for 2018 to be able to itemize) If your itemized deductions are below $24k- you get the $24k standard deduction instead and nothing happens with that 25% of the interest/re taxes. 

The losses are suspended to future years.2) You may be purchasing the property but not have it in service till 2019 - which may not allow you to deductions in 20183) You may have net positive rental income.There are tax benefits to owning real estate.

Hi Bigger Pockets family,My question is related to the mortgage interest deduction.

Visited a year ago and would love to have a reason to deduct trips back :-)