Than I thought it was all the things that could go wrong in the flip, hidden gems like K&T hidden in the walls, shot main-lines, etc.....   

If so and the monthly payment isn't too bad then you're still moving the needle forward if your main goal is wealth generation and not just cash flow. 

I’ve received multiple quotes from insurance companies (mainly I would obtain the quotes myself).

We also have a bank account at a smaller Chicago community bank, but there technology isn't as good to be honest.I think @Jonathan Greene's main point is don't step over dollars to pick up pennies. 

That's the reason why we sign leases in person, so we can go over the main issues in person and make sure they are understood. 

You could have those dates booked on Vrbo instead if the dates were open and your ranking on your main platform would be higher which led to more exposure. 99% times, getting a higher ranking on one platform worth way more than picking up a few bookings unless a few bookings are what you are looking for.

One of the features I like from Pipedrive is that you can add multiple properties to an individual.

One of our Main principles is that we do not take any upfront fees ever !

Zillow also hs a "Make Me Move" feature you can click on to see home owners listing their property in hopes of a good offer.I have also seen peopl reach out tp local AFL Assisted living facilities to talk to the Admin or on boarding nurse to see if ay families or people need to sell their home to cover costs.

Problem with Zillow and FB is they have this annoying "1-click reply" where people can just click on your ad without reading it and you get an automated message "Joe is interested in your apartment at 123 Main St."