@Don KonipolI like the “real estate is linear” and will always increase every year by X and one today was it’s ok to pay $300k for a $250k home as it’s like paying more for a subscription on a monthly basis vs on a yearly basis….

We have 3 decks overlooking the lake so it is important to keep up on that stuff.Of course you can always pay the handy person to do a quarterly walk through.

If timing is critical and being able to pay cash will "win" you more offers, then you could always do a delayed finance purchase where you buy in cash and refinance into a LT DSCR rate.

Hello,I'm reading Avery Carl's book "Short-Term Rental Long-Term Wealth" and she mentions setting up a designated business account and making housekeepers fill out a W9 and paying them through direct deposit or an online invoice payment platform.

Due your DD and you'll be fine with either self pay or S8.

If its Paying for leads that is fine, then just some advice on how to navigate and where to look to generate them.  

Loan is an FHA loan at 4.25% and I am of course still paying that PMI. 

He pays rent on time.

If you lived in the property for 2 of the last 5 years then you do not pay capital gains tax when you sell.

If they refuse to pay, contest the charges with the credit card company (assuming they paid with a card).