@Chris Magistrado if she knows what she's doing and consistently keeps a sharp eye on what's going on it's possible.Should have local "inspector" that can verify what's done and how well, before paying contractors.

In the eyes of the law, it's no different than a cane or a wheelchair.Keep in mind, just because the ESA is not considered a pet doesn't mean it gets to run rampant, disturb the neighbors, crap all over the parking lot, or tear up the house.

For those interested, a combination of mortgages with no “due on sale” clause, mortgage companies loose due diligence, and title insurers willingness to “turn a blind eye” to practices that wouldn’t pass scrutiny now, resulted in tactics like the “second mortgage crank” which not only allowed investors to purchase properties with no money out of pocket but allowed investors to actually walk away from closing with “cash in their pocket”.

You wouldn't need to keep an eye on other investments, just focus on the one and maximize your cashflow.If I can make a suggestion though...I might be wrong, but I don't think you started househacking to take the simple route. 

It’s exciting to see how doors open when you have someone who knows how to navigate the space.I just wanted to share this because it’s been such an eye-opening experience for me.

If your manager is just 'keeping an eye' on things, collecting/reminding on a few rents here and there and some light cleanup while being compensated in free or reduced space rent then classifying them as 1099 subcontractor is great. 

Too many just get $$$$'s in there eyes and take on anything and everything. 

Screening and placing a tenant, they know local rules, they have eyes that can see the property and know what is going on there.

I'm still actively searching for a solid contractor as I eye a BRRRR in early to mid 2025

But I do not buy bottom barrel properties in bad locations (busy roads, crime, eye-sore views) instead I focus on making a property one that the average modern family will want.