We were happy because we bought around 40 houses with only about 5% down out of our pocket in the end.They didn't cashflow very well for a few years because we had to get higher leverage to get all of their money back but rents are going up and they're doing better now plus we have a ton of equity that we can repurpose if we so choose.

If you think you can rent this out as a short term rental, then that is another story and I think you're 10k could be well spent to increase cash flow.

This seems like a costly fix, as well as a rental safety concern- The basement leaks, the basement is below ground and built into a hill, and there is always stagnant water in certain spots of the basement floor regardless of amount of rain, which only makes it worse.

Already talked to the Warren County office and they said it's a 3 month process to get STRs approved but in general the process seems to be pretty straight forward if you aren't in a HOA or in town.I have a property in the area that is a smaller 2bed/1bath that does really well and I feel very comfotable with the 3 bed numbers, but once we get to the higher range properties 3-4 bedrooms and properties that I would consider to be luxury stays for large groups, I am finding it hard to make the numbers reallyyyy make sense at a $300 ADR.

I've heard this one too many times as well, and I agree.Most regret selling but never regret buying and holding.

I would like to have a property manager run everything for me as well.

I just received a cp2000 stating I owe as well from Robinhood trading.

The best reward for a job well done is more work and referrals.

Is there any allowance for time and labor for the owner completing repairs, to bill to the security deposit as well?

I have a nice B property south of Worcester that has worked real well for me.