That said, I feel that Care.com or hiring a local housekeeper when it's remote is ideal.

(I think most of my STR investors feel the same.)You say the "risk" of depending on OTAs.

While my situation is relatively straightforward with a W-2 job and 5 rental properties, I feel I'm not receiving the proactive planning and guidance I seek.

@Damien Staley I don’t know about the government assistance or MRA but I’m somewhat concerned about any type of hard feelings that might come about from other family members were you to start “profiting” off of Dad and Uncle.

Feel free to reach out if it might make sense to look at some of those options 

Please feel free to use code VENI324 when upgrading to get your investing career going!

I'm usually biased towards not selling to keep growing your portfolio unless the property is underperforming or a major headache.If you need introductions to lenders, feel free to send me a PM and I will get you connected.

Feel free to reach out with any questions!  

I would recommend keeping the appointment you have and then if you don't feel confident after speaking with them reach out to someone specialized in real estate. 

How do you feel about collecting rents in Oakland at night?