I managed and DIY'd several improvements to my first house so I'm comfortable working with most systems in a home, and comfortable with hiring and managing helpers, handymen, and subcontractors.

Have you considered throwing your name on an LLC, getting some insurance, and then hiring a helper to make it truly viable?

Tom Helper, Esq., formerly a U.S.

I am an outgoing, people- helper type of person.

Most of those things can be worked on simultaneously by a skilled tradesman with a helper. 

As a bonus, helping others can give you a “helper’s high” that boosts your mood – it pays to pay it forward.11.

He also uses a helper (which I also pay for) for 90%of the work.

Just kidding..In all seriousness, I normally wouldn't be phased by a comment like that, seems like semantics, but the way you explain it makes me think I need to watch out for the "helpers."

But I can handle most jobs myself and with a couple helpers.

I had worked in construction as a helper for a guy who do pluming, tiles, kitchen, roofing,Sheetrocks.