One problem I'm running into is that I have to use Stripe for my payment collection for VRBO bookings so it does not automatically collect and remit taxes...trying to set it up to do this through Stripe but it's not as straightforward as one would think 

Just a two car garage on a 4600 sqft lot.

@Alan HaleCan’t answer number 2 but financing has nothing to do with your profit I’m it doesn’t matter what you buy whether a car, home or pack of toothpicks, your profit is what you paid for it minus your costs/expensesWhere financing does come into play is it is a cost as money is not free - but it’s only what you have paid for that financing.Hope that makes sense

For example, a field called "Borrower Name" appears on page one once, and is copied as many times as necessary to the note and deed of trust, further down in the PDF.All I have to do is fill out every field on page one and every field with the exact same name in the rest of the document automatically matches and in the correct position.

I look at the vehicles, are they 20 year old economy cars on their last legs, or are they newer vehicles that people are making payments on at a legitimate car dealership vs a buy and pay here joint.

;) i’m thinking maybe something about an hour drive from one of the big airports. would make it easier for me flying in and renting a car.. 

Enter recurring charges and automatic late fees.

I am looking for a bank that holds tenants security deposits and automatically pays the interest directly to the tenant annually, see the rest for description.Hello, I am a first time property owner and am trying to figure out where it is best to deposit security deposits, I am aware that it must be deposited in an interest bearing account per MASS law but also the tenant needs to receive the interest annually and I do not want to have to manually perform this task.

It is extremely hard for the average person to afford a standard home, car, and investment property without any debt.

I also think there is some kind of rule that once you formally submit the replat they have to act within 30 days or it is automatically approved.