Then you could do an FHA 3.5% down househack on a multi-unit and be in a much better place down the road.Also, even if you stay in your lease but can get started right away that's a win!

I guess I look at it as owner financing could potentially be a win win for both the seller and myself in the long run if he is willing to get his return on investment in payments versus one lump sum.

Best bet is to meet with someone face-to-face to explain your situation and see what they would be willing to do for you, I'd recommend researching and setting up meetings with a variety as it may take some time to find the right one.

Many sellers believe asking them to finance seems like a lose-win scenario for them and that they are doing you a huge favor.

Your best bet might be to use a personal loan or credit cards for the rehab.

It is the cheapest stuff you are going to find inside the beltway and long run that seems like a good bet to me. 

Insurance seems to be the best bet to me.Foundation repairs are really not that complicated. 

House hacking is a great way to start and it will probably be your best bet.

At that price point I bet you can guess that almost everyone self insures for this risk. 

Then once you win the bid, you begin the underwriting process with the bank and go through their process.