You can get some of Jerry’s free software from his links in his YouTube videos that’s what I did.

What are your recommendations for software and what is your experience with it? 

I am signing up with Buildium next week to start using their software.

Or even all this new software out there that helps with managing.

Before doing this, I do plan on asking the local utility service to do an energy audit to make sure if there are indeed any air gaps/ insulation issues, they are resolved so that the tenants don’t feel like I am screwing with them (they are all TAW).

Sent them that and they got softer abs says that they will out the scope of work to a rehab calculator software and then will give me that estimate.

This will help pay for your LLC setup, essential software, website, and more.

If you get audited, and you have a short holding period, you would need to demonstrate that you did have the intent to hold for rental. 

What software is the PM company using and how are their services scheduled each month?

My fiancé does most of the managing, but with some solid softwares, it makes the process pretty automated.