For example, I own two large multifamily buildings, and when I tried to get a tax exemption for them, I had different experiences.

I have an idea of an initial investment and returns I would like to hit, but would love to speak with those of actual experience to see if my numbers are realistic.

The better the rates, lenders generally want to see more experience, higher credit, occupancy and DSCR requirements. 

I worked with one and that experience is the reason I now own my own PM company. 

I already have the knowledge, experience, and systems in place to do about 20 properties this year.

To get the job you have to have job experience, which is a catch 22.

This experience taught me to trust my instincts more and never skip due diligence, even in areas I am less familiar with like basements and water intrusion.Any advice on how I should proceed would be greatly appreciated.

Your experience was exactly mine.  

What are some other things I should retain to make the landlord experience easier?

In my experience Vrbo has buried Airbnb.