So in other words, all I'd be doing is locking more of my own money that I can't use into in the house, while subsequently decreasing my cash flow to get any of it back.

That it’s a sliding scale of passive versus completely involved. 

No I'm talking about the taxes for the subsequent years

You won’t be able to just slide it under after the tile is installed. 

The good news is I was to slide one of my potential renters from my 1st STR (it was booked) to this STR for a 3-month stay - starting 3 weeks after close.  

Obviously run the numbers on the whole package and each individually, but sliding the purchase prices around on a few to play with LTV on financed properties would let you stretch your capital and pre-approved amount further.

Overall keeping the tenant happy is good thing, and I let things slide here and there and do a little bit more than contract says, but this is a very bad precedence to set

Those documents should be sent to the appraiser (including subsequent energy bills).

I usually let student loan issues slide because they are so common (our nation's tenants are drowning in student loan debt) and I don't want to screen out otherwise good tenants, but things like missed credit card payments, missed car payments, and of course missed rent payments that get reported to the credit bureau usually require some probing questions.In your Brighton place, you can legally specify no undergrads.

DO NOT let that cost slide until they move out.... the deposit will be long gone and then some.