When the first type of person chooses to self manage, they generally have a great experience, and they also get to pocket the extra 20ish% that they would pay if they hired someone else to manage their STR.

I, personally, would consider any other option, including bankruptcy for your sister if she really has that much debt that she can't pay, rather than ask my nephew to give that much equity away and start over smaller with a much higher rate.         

With buying a home for personal use, what are the best months of the year to purchase where the cost will be lower.

I personally think networking is your best route.

I personally am looking a MTR in that area, rather than the beach strictly for headaches regarding hurricanes/salt.

We do annual inspections and monitor the condition and remaining life expectation of big-ticket items like roofs, windows, HVAC etc 

$20hr, same as the person who carries your food?

I have a tenant that is going to be evicted and i don't want them coming back saying that I withheld any of their personal property, so trying to prepare and have something prepared for a final walk through. 

Hi Marshall--it's in person.

So, I would find a handyman or something who could do that or maybe first just have the cleaning person try a product by hand meant to remove scratches which I think does the same thing but with manual scrubbing.