I would just ad that sometimes you need to point out the benefits of owner financing to seller like the tax is spread out over the years and he will actually get more for the propert due to interest.

In fact, earlier in the spring, we would have priced it between $299,000 and $315,000 because lots of houses like ours were moving in that range.FINALLY, the great news is we can rent the house for the next 3 years if we'd like and still end up selling it without having to pay capital gains.

Typically the value is cheaper, which is a benefit to you as the long term buy and hold investor. 

I do all of this for the long term gain (increasing rents and thus cashflow, along with appreciation).

@Cole Hopkins, Your question is more about strategic placement rather than tax implications but as a ball park figure that your basis plus those improvements minus 4 years of depreciation would leave you with a gain of somewhere around $250K of which $220 would be gain at around 19% and 30K at 25%. 

However, if you can benefit from more depreciation, then this is only a start.

My ideal situation would be to place it on a loan as soon as I can to recoup my cash back and gain buying power again.

I have listened to several BP podcasts and gained a lot of valuable knowledge, and I’m currently reading the book on rental properties by Brandon Turner.

Sounds like I would need to separate church and state (or buying the house and business travel expenses) and shift towards an office write-off with all the other benefits of a multifamily house hack.

But he is benefiting from the deal so he could be out for himself in the long run.