Could be 5-10% if this were regular residential RE (they would need to be licensed in most States).

.; you might spend a couple hundred bucks on tenant screening, but a new roof might cost $20k+).Back when I was house hacking regularly, one of the most significant "costs" was the cost of my time and effort to acquire tenants (which includes all the time and effort of posting ads, responding to inquiries, answering questions, doing viewings, screening applicants, managing tenants once they were in-place, etc.).

If anyone from New York or Florida that regularly does real estate transactions between the two states could provide feedback, that would be appreciated.

For regular or backup cleanings!

‘I assume this person is offering 10-15% more than you could get in a regular sale?

It will simply overwrite your original return.You can claim all the regular rental expenses that you mentioned.

However, from what you've provided, it sounds to me like you would just treat it like a regular rental property.

Regular mail and CRR.

The S and P 500, over the last decade, according to wikipedia, with bring you around 11% if you stick with it and do regular contributions in up and down markets.

My regular job provides good cash flow and allows me to save up about $5-10k/mo after maxing out 401k.