Hey Monty,
I'm a REI bookkeeper and I'd love to try to point you in the right direction.
YouTube does have some great video on how to do REI bookkeeping yourself but there is a lot of miss information out there. Someone mentioned Hector Garcia above, and I've watched a few of his videos. I honestly wouldn't recommend him for REI bookkeeping. I think he is amazing at explaining a lot but he doesn't go into enough detail with REI. If you follow his instructions on how to input HUD documents you will be missing a lot.
I also do recommend Income Digs! I think they are a great resource and his does a great job of explains things and breaking them down.
I personally prefer QBO but I’ve never used Quicken.
I work with a client who uses Buildium. I think it's a great software to run the business BUT NOT for accounting UNLESS it's set up correctly. I only say this because my client came from another REI bookkeeper and I'm now having to clean up a mess because the software, in my opinion, can get very tricky. I just don't think it's as user friendly as QBO or probably even Quicken.
Hope this helps!