Hi BiggerPockets fam, I'll keep this post pretty simple. 

Georgia makes it really simple to set up on your own and it saves you a ton of money! 

If not, I recommend commissioning one and only taking their counsel on tax-specific questions.I have a list I keep updated and recommend through our REI bookkeeping firm if you don't currently have one.They can walk you through exactly what you can and cannot write off during these trips and what you need to document in order to write things off.It's not necessarily a simple "yes" or "no".

My next question is a simple one: through circumstance, we will almost certainly have real estate holdings in two states (Georgia and likely Pennsylvania).

Really simple things that should have been easily taken care of by customer service but I could not get them to understand the problem I was encountering and it would take days to get a response.

You can usually find some events by doing a simple google search.

He's just like "I make $300K per year from my medical profession job, I'm going to make my life simple and aggressively pay down the mortgage, then do it one more time on another property, and that's it - early retirement." 

My Real Estate attorney always gives me advice and allows me to ask simple questions all the time.

I like to keep things simple.

For right now, we don't need any extensive features, but just want the software to be a little more user friendly and RentRedi seems to lack a few simple things that we would like in a property management software.