The thing that is very overstated here is the operating cost liability. 

Develop an itemized list of the various risks specific to your proposed investment, and the cost to you of each.4.

Holding onto it is a smart decision, and you're entering property investing in a solid position.To get started, focus on ensuring that the rental income will cover your mortgage, taxes, insurance, and any maintenance costs, leaving room for profit.

I hit 2 years at this home and tried crunching some numbers to see how much I would need to sell my current home for to break even with escrow/interest/reno costs.

Propstream does cost $99/mo, but its well worth it. 

One note is that if the property was helping cover my costs of living while I house hacked it I wouldn’t worry about negative cash flow while I resided there.

So with another 100K in construction/fix up cost bringing the total to 500K it meets the 1% rule, obviously I would do more underwriting but I need to be solid on those comps. 

Is the debt on property you would want to own in your Ira or you could sell at a profit after a 10-20% “get this sold” discount and 10% in selling costs?

Each unit costs about $250k between land and structure and sells for $330-350k.  

I have coordinated dozens of RE deals for people and they all cost on a low end 25k and on the high end 60k.