I had a very poor experience with Home365.
* They have a vendor bidding system for all maintenance. It sounds like a tech capitalist dream, but in practice you get screwed. I would only ever get 1 bid from some vendor I never heard of, two towns over. Having a handyman is essential. Example bids: $400 to snake a drain, $250 to lay an insect trap.
* No proactive maintenance, and even the turnovers were inconsistent. If I'm not onsite, I really rely on hearing "hey, consider replacing this carpet". I never got that, ever. Just a really random list of items. In fact, it was even worse because they overlooked a ton of code violations (missing smoke detectors, etc.)
* Accounting system is f-ed. I rejected a hare-brained project proposal, and a -$14k charge stayed on my account forever. No one was able to clear it, even after multiple attempts, and it caused Home365 to stopped paying my bills (pending owner contribution). And no one was empowered to get out a checkbook and just deal with it. They were all trapped in their glorious tech and couldn't manage the basic functions of property management.
Anyway, avoid.