It's straight up math & technology.

You're not investing in blockchain technologies buying Bitcoin.  

If you do not like bookkeeping/accounting/technology, hire a bookkeeper specializing in real estate investors.

Although they are in real estate, their service areas include investment management, technology products, and VC investments.Do some research.

I think I am a bit technologically challenged, so trying to see what are best options if any. 

Cheap rates and modern tech are great, but none of that matters if they can't actually get you to the closing table.

The technology is getting better, cheaper and thinner.

I remember reading something in the Wall Street Journal the other day that buyers lean toward modern finishes with a nod toward sustainable materials.

If you are NOT running a trade or business - 1099s are not required.The main reason why you WANT to be "running a rental trade or business" is your eligibility to claim business overhead deductions, such as marketing, education, technology, and so on.

. - which I suspect you're already inclined to do.You can also investigate various methods of pipe replacement / renewal that involve trenchless technologies, such as pipe lining, pipe bursting, or directional drilling.