Why are you asking them for permission to perform repairs on your property? 

@Benjamin Stacey you didn't mention your family size, but if just the two of you, what would happen with your numbers if you finished the basement and lived down there, while renting the upstairs?

I'm brand new to the forum and your message caught my attention.  

You need two years of experience under a Broker before you can break out on your own.

Idk who told you to never use your own money to invest in deals but I think that's horrible advice.

The magnifying glass is in the upper-right corner, to the left of your profile image.The search feature isn't the best.

Learn about "driving for dollars" to create your own curated deal list.

Looking over Hospitable’s features/pricing page it’s clear they’ve added a few more features from when I looked at them a few years ago.

So, to stick to your agreement you should pay them 3 percent of the sales price at closing.

look at other STR data in the area and do similar style to do your best to recreate similar results