Through door knocking and finding the sellers motivation and pain points How did you finance this deal?

That may seem obvious but in my experience, 99% of ongoing maintenance issues are because the property is old and needs either a large cash infusion to make them go away or what I like to do is 1031 exchange into something newer that requires less work. 

Also when purchasing properties try to stay from the Historic district, each city here in Hampton Roads does have them, and the Historic Preservation Commission can be a pain to work with.  

Spent some time looking through the forums to gain further knowledge and understand some pain points to be mindful of and just to know what the community is actively doing.

Would love to learn about pain points from other property managers.So I have a career background working in software and am currently applying simply builds to common monthly tasks such as sending, receiving, and logging payments for rents.

The first 5 times will be painful and frustrating - watch one of Brandon's or David G's videos on how to run the numbers - you'll become quick after a few dry runs.Just make sure you underwrite the deals against your Goals (ROI %, Cashflow $, potential longterm appreciation, etc), and run the numbers as if you're NOT in the property. 

It's a huge pain so you want to make sure you are doing things right so that you don't run into any delays.

Usually any tenant that will be a pain will straighten out very quickly once they receive their first notice. 

There's probably a little pain in the rent growth this year and rent has probably not caught up with sales prices yet, but market still seems good for the long term. 

Yes, points are a pain point for a new investor (pun intended ;D).Seems like there isn't a way around them no matter what lender you talk to!