I would suggest looking up similar rentals in the area to see what the trends are and what features are offered at the price point you are expecting.

He's reliable, trustworthy, and pays great attention to detail. 

Do you have a specific step where you're seeking more detail or advice?

There should be details on what happens with future bookings.Contact Evolve: Reach out to them and ask about the specific process for terminating your agreement and what happens to the bookings.Have a Plan for Guests: If you’re able to transfer bookings, ensure that guests are notified well in advance, and the transition is seamless.Since you’re new to STR investing, taking the time to clarify these details will help you avoid any surprises or disruptions.

Like any other system these days it has a lot of features but I use it mostly to organize my data.

I would truly be interested in the meetup if you want to send me the details.  

Updating the photos with seeming minor details can make the difference between booking your place and the place with only a drip coffee maker.  

Quote from @Josh Tardy: Well we'd need a lot more details on the property before anyone can help.

Verifying last 2 years of rental history and income extremely important to find the “best of the worst”.Make sure you understand the Class of properties you are looking at and the corresponding results to expect.PM us if you’d like to discuss this logical approach in greater detail!

I sincerely appreciate your detailed reply.