Digging into the ingredients to this soup we're stewing and the complexity of righting the ship would make even the fuzziest wuzziest little bear a bit bullish IMO

Is he capable of doing small electrical jobs/painting/trim?

If she wants the house and feels capable of purchasing it, let her go to the bank to get qualified and initiate the move.

And are you capable of holding him accountable as your employee while separately maintaining a personal relationship?

Just ensure that you have the capability to track income and expenses for each property - it will make tax time a lot easier and ensure you have an idea which properties are the real winners and losers.For small time investors, you could use QuickBooks Self Employed (not the best but it's only $5/month).

I like how you are publicly announcing your accountability goals and going after the information.Depending on your business background and financial capabilities I usually suggest starting with a manageable goal, perhaps a SFR close to you so you can figure out the pros and cons and develop your processes and systems to manage the whole acquisition along with resident management. 

It just takes time, knowledge and patience and they are capable of just about anything you can describe.

If so, then you are off to a good start, but why are you rushing to get limited door income while maxing out your initial debt capability?

Ideal mix of capabilities.

.-3 months to finalize refinancing options: this was a very stressful process that could have been very easy and quick if I understood how the banks went about refinancing and different types of bank's capabilities.