After she helped and experienced it she realized how much more goes into it as far as time and especially $$$$$$ .   

Our volume doesn't justify the annual cost of QuickBooks online or yearly subscription of QuickBooks Desktop PRO, which is why I am looking for ways to get a standalone version so I can make a 1 time purchase, then after that will still be able to use it without having to pay yearly subscription (whole point is so I can use it for our business and train my son who is a first year accounting major to use it). 

My question is, it recommends that tenants maintain certain area on the property there responsibility to keep clean is so any recommendations?

Those who are making millions of dollars by teaching it have to make it seem more complicated that it is so that you feel like you need their expensive programs.

As far as what I learned, I prefer STR’s and managing it myself vs a PM.

That is so dumb.

As far as house-hacking, the way I have seen this work (I have helped multiple clients with this strategy) is purchasing a duplex or a property that has an existing layout that could be CONVERTED into a primary and JADU. 

If answer to above questions is YES, could you share why this is so?

Oh my, all this remote desktop and Windows 10 stuff is so over my head!

It seems that good, decent, qualified tenants have the pick of the litter, often flaky and uncommitted when there is so much supply out there.