YES. Accountant in a Box will show you how to set up accounts and classes the right way for real estate.  It has saved everyone who is using it countless hours.  For one, it allows you to properly track your expenses for different reports.  JV reports, etc.

YES and YES :-).  Some people using Accountant in a Box have been 5 years and more behind in filing taxes and needed a way to get everything input quickly.  After you set it up initially, you can automate a lot of your entries making it faster and easier to keep your accounting up-to-date

It is a PDF manual that comes with electronic sample files.  It's designed to help you set up and use Quickbooks specifically for real estate. So it is very easy for you to go through

Depending on how motivated a person is, it shouldn't take longer than a day or two to get set up.  That includes going through the parts of the manual and following the simple directions.

When it comes to inputting data, that's a harder question to answer because everything depends on the individual person.  But once you are set up with accounts and classes, it's an easier process to begin saving recurring inputs and having quickbooks do most of the work for you

Accountant in a Box will work with all version from Starter to Online.  Even if you have an older version of Quickbooks back to 2014, it will still work.