The PM was concerned as well.I filed an insurance claim, and had it all replaced with a $2500 deductible and an additional $2100 to level the concrete below as it was not covered by insurance.The tenant’s insurance expired during the pandemic, and as such wasn’t covered for hotel stay and content damages.The tenant had nowhere to go and we needed the tenant and their belongings out of the unit, for a few days so the repairs could be done.

As part of your assessment, consider taking to a tax expert regarding deductions.

The rental square footage at 100% and then a portion of the share squared footage all get combined into a ratio for deduction a portion of the other expenses (mortagge, tax, insurance, utilites)When you sell your 121 will not be 50% excluded. 

I will usually do a pre walkthrough 2-3 days before they are supposed to leave to let them know of any deductions I intend to make and give them time to fix them if possible. 

I'm adding his reimbursements as income but can I deduct these utilities?

Its not fun to be facing a large loss and have to fork out 5-10k to cover the deductible! 

I doubt any tax preparer would be able to take on a new client and file the returns before then this close to the deadline - you will likely have to file for an extension and complete the returns after 7/15.Second, you cannot manipulate income/deductions on your tax returns to qualify for a loan.

All tax deductible with no limits (except the limit set by your bank)I called and so far I've only found lenders who are giving  70 LTV.

Really, it actually doesn’t change the deductions you can make.

But another alternative could be to do a 1031 into the 1-2 properties and then cash out refinance after purchase and use the proceeds to pay off student debt.I just wanted to point out that the interest on this cash out refinance would not be deductible against the properties.