Nobody can tell you what to pick - there's no "right" way, just the right strategy that fits with your situation and goals.

For some tax related situation he does not want to close this year.

Those are those guys you see working on those large upright structures of steel at a petrochemical facility. 

LabelingAs part of your preparation process, consider and write down a summary of the situation as you know it.

My target area clearly has 20% duplexes, which were originally sfh.Then you get into situations where individual units aren't mirrored.

You can absolutely work full time and manage your properties but with this being new it’s always nice to have a backup plan just in case your situation changes and you don’t have as much free time as originally planned.

I've had people get mail for 3 years and then their situation changes and by golly, the timing was perfect for my letter and they never recalled any of the other mail over the past years.

Best of luck, this sounds like an unfortunate situation for all parties.

I would suggest interviewing 3-5 candidates, describing your situation and asking how they would best serve your needs. 

Is this still considered a wholesale deal and could that situation be handle to make it a wholesale, or, would this be disqualified as a wholesale and qualify as, say, a lease option?