Also don't like paying for unnecessary annual subscriptions when old quicken software works fine for me.  

After 8 years in the Army Infantry Im sure I would sleep just fine, but your guests not so much. 

But you have a plethora of existing landlords that are doing just fine from their previous purchases (myself included) that might somewhat stand in the way of that equalization.  

Quote from @Mike Dymski: You're fine...you purchased a house for 335k and it's now worth 825k. 

There are plenty of out-of-state investors that are able to manage from much farther distances, so you should be fine there. 

Having said all that, if you wanted to throw your money and try to learn backwards, that would be fine. 

That's a private agreement between you and your LLC and that loan is not recorded in any banking data base that it would be put on any credit report.You are fine just depositing the money and then moving forward.

If it breaks I certainly will, but it's still working just fine and I would rather put off what will be a couple hundred dollars repair until it's really necessary.  

I will run through an actual deal soon, just trying to fine-tune the model in the meantime. 

It's fine to track these in a separate system since...B.