In a vacuum, if the interest rate on the student debt is higher, you should pay that off.That said, here are items you should consider:- How long will it take you to save up money from other income sources to make another purchase if you were to pay off the student loan? 

Financing statements are used because these items are personal property, not realty.

The list above are items that have floated in my head, but I don't think all are necessary.

While this wouldn't necessarily help in lowering the debt to income ratio because i'm just moving the debt from one place to another, it would lower the monthly payments on those items down from $1,100 a month to around $300 a month.  

It's the last negative item on all 3 reports and they are not acting right at all.

The only way to know how much a rehab will cost is to put together a line item budget that calls out your specific labor and materials prices based on your specific contractors and your specific level of finishes.

Additionally, depreciation is recognized against the adjusted cost basis for the property, not the market value.If you're not going to bother w/ GAAP, I'd still book the assets @ cost, but then add a line item to assets like goodwill or unrecognized appreciation.

Toilet paper was usually the last item chosen.Another guy put ads up on Craigslist for his STR. 

You should also look at maintenance and ensure you understand who is responsible for what, most lease to buy contracts make you responsible for maintenance which is not a bad thing, I mean you are preparing to be a home owner after all and it works for small maintenance issues, but you need to ask about the big CapEx items like a leaky roof or a shifted foundation who is responsible for that and what happens if those things (such as foundation issues) are found later down the road, will you get your options money back if decide not to buy for that reason?

“Provide real estate brokerage services means to engage in any of the following activities: (1) for consideration, providing any of the following services for another person: (i) selling, buying, exchanging, or leasing any real estate; or (ii) collecting rent for the use of any real estate; (2) for consideration, assisting another person to locate or obtain for purchase or lease any residential real estate; (3) engaging regularly in a business of dealing in real estate or leases or options on real estate; (4) engaging in a business the primary purpose of which is promoting the sale of real estate through a listing in a publication issued primarily for the promotion of real estate sales; (5) engaging in a business that subdivides land that is located in any state and sells the divided lots; or (6) for consideration, serving as a consultant regarding any activity set forth in items (1) through (5) of this subsection."