You have to put in the effort, demonstrate the skills, and spend the time to scale up.  

It is so limited and seems like you have to login to the full site for most tasks especially when leasing and trying to get to Tenant Turner to see appointments on our iPhones.We are considering changing platforms and my current software spend with Tenant Turner is roughly $100/month or $6.67/unit.

Account ClosedI'd house hack locally.  100%.And IF you are serious about OOS BRRRR in the Midwest - you're going to need to spend some time in person in your chosen market.If you buy a random property that you haven't seen just because people you don't know tell you "it's a deal" - you will lose money.

I did spend the 50K in money but it came from the 3 investments I had bought in the last 6 years. 

You should only consider switching when your current software has a significant flaw or lacks features that force you to spend excessive time on workarounds.

I don't deal with drugs and neither do the many investors and other people I know who live or spend time there, whether locals or foreigners.

Given your situation, spending a few hundred on an attorney sounds like a solid investment.I have never lost an eviction case with Denise and her firm.

They know they are spending money on a place and cleaners.

We were paying our bookkeeper $450/mo plus I was spending another $90/mo on our Quickbooks subscription.

Between her fees and the QBO subscription, we were spending over $500 per month just for bookkeeping.