Of course, this makes best sense if you can make an agreement with the seller before buying the note.

Are there any good resources online to be able to get an idea of average monthly/yearly expenses like utilities, etc. for a given zip or city?

Greenfield is a growing area, and being in a golf course neighborhood across two lots adds a ton of value to your options.I’d recommend starting by connecting with local investor groups or meetups in Indianapolis—Facebook groups or here on BiggerPockets are solid places to find people actively working in that market.

The only way to answer that in general (whether house hacking in today's market is still a good option) or for a particular property, is to learn how to run the numbers and analyze a specific property to see whether it will be able to stand on its own as an investment when you move out someday.There are a lot of resources here on BP for doing that but I'd just say, make sure the assumptions you're putting into your spreadsheet or deal analyzer are realistic.Make sure the rents (especially for vacant units or pro-forma #s) are realistic by doing your own rent comps; make sure the mortgage rate is realistic by doing some research online and/or talking to some mortgage folks; make sure insurance #s are realistic by getting a couple of quotes for the # of units and zip code / area you're looking in; etc.I hope that helps, and good luck 😊

Of course, nobody wants to be the test case, but I've never heard of IRS treating money from a loan as income, ever.I think you would be better off with a long closing date on the purchase and sell your exchange property fast so you can do a conventional 1031, receive conventional financing with one set of start up fees/costs, etc.

Quote from @Jamie Banks: @Jordan Alexander I'm taking a creative financing course now and I'm learning that a lot of investors pay the mortgage that they acquired after the sub2 deal closed from a servicing account. 

We use DealCheck to underwrite deals and QuickBooks Online for everything else post-closing on the purchase.Quickbooks Setup:- Classes allow for separate P&Ls for each property. - Products & Services enable us to track each 'phase' of the rehab. - Projects give us visibility on my projects- My CPA can easily access the reports for tax preparation.

I just can't find ANYTHING online that isn't from Chris or his team. 

Asheville has just recently started to feel like it's beginning to come back online, but a long ways to go for a full recovery.

I cold emailed and called the owner multiple times and eventually we connected, met in person and made a deal over the course of a few months.How did you finance this deal?