It sounds like you may be referring to getting the seller to agree to sell on terms then finding the capital to repair or get the down payment? 

We have $20K for immediate reno, and would continue in our unit over time.Parking: 2+ car garage (ideally 1 spot per unit)Personal taste: We gravitate to historical details (wood floor, built-ins, and curb appeal) and don't like flipped vibe, with LVP and grey paint.

The answer is its personal preference.

One key point often left out of the discussion is whether you have a personal or commercial insurance policy.

I would use the one you signed as a guide and in the space where you can add special conditions, put in the information related to the repairs, contingencies etc.....I'm not sure if you are in a market like NY that requires an atty to buy and sell, but if not then I would use the state contract and modify as necessary. 

I'm also in a 5 person group within gobundance called a 'gopod' and we meet weekly.

You should only want to sell your home to a wholesaler if it requires major repairs and you need the money ASAP. 

I personally would recommend the last method.

Look for a solid house that's in need of nothing more than updating.Major structural, utilities and foundation repairs might be a big bite for your first one. 

If you have vacancy or in need of a large repair, will you have the cash to also manage that?