if that doesn't sound worth it to you - then we're back to that HYSA. 

I've had several HOAs and just like property management companies most aren't worth it. 

It's not only the money you'll lose, it's the time you spend (I figure worth $100 hr) and the mental anguish and stress.

@Lisa Oliver Finding good plumbers and handymen can take some trial and error, but it’s worth the effort.

But there are some basic bid issues owners are often unreasonable about:1) There really isn't time to get multiple bids- No heat during winter or ac during summer can often result in a municipal ticket or worse2) The job is too small to get bids- Estimated cost is $700 - how is saving 5-10% worth the time getting bids?

If so, I'd 1) join a real estate investing mastermind that focuses on your asset class of choice (multifamily, industrial, storage, etc.) and learn as much as I could - it's worth the $10k-$20k in both knowledge and connections.

What may the property be worth then and how much cashflow might it be generating?

Not sure what the property is currently worth.

THEY ARE STEALING FROM YOU (remember your remark about him not even getting a fast food/entry level job? 

I actually aim for not having any one real estate investment make up more than 1% of my net worth.