The number one problem with RentRedi is the total lack of customer support and yes with Intuit you will have to talk to an oversees call center but every question I needed help with got answered and all problems got resolved.

It also helps you build the intuition on how much you can offer.

I did troll the forums and it’s really hard to get a definitive answer because it seems to be based a lot on personal preference.In your honest opinions, what is the most intuitive property management software solution to use for someone that is just starting the journey in self management?

I ended up deciding to use TSheets from Intuit https://www.tsheets.com/- it is working well for me!

It is clean, has good UI/UX, and is pretty intuitive. 

Square Space is super easy and intuitive. 

Sellers have intuition and instincts.  

This seems counter-intuitive as I doubt you’ll ever find a really good PM company but the headaches of managing any kind of a problem remotely overshadows the ongoing concern that a PM company is inefficient and expensive (at least it does for us).

I found the setup and management process on Booking.com to be horrendous, not intuitive, time-consuming, fees are expensive, I had to manually process credit cards, and only got a few bookings for my trouble.  

It is quite complex and heavily manual and opinionative (a lot of decision comes from intuition).