He is as stereotypical as you can get as far as CPAs go but he's passionate and knows his stuff plus he is in Waldorf so depending on where you are he is pretty local. 

I was interested in checking all the boxes and being only my second investment property, I wanted to avoid the stereotypical hassles of being a newbie landlord.

Try Debbie Perkins at Farmers, they just got acquired (previously Perpetual) but they used to lend to out of state investors no problem.

I’ll be perpetually setting aside a percent of the rent for repairs, CapEx, etc, but at what minimum amount do you draw a line?

I see duplex neighborhoods that are nothing shy of a stereotype.

I know that in most cases this wouldn't be an issue, but there is a big difference between 1 Poodle and 5 "Insert Stereotypically Agressive Dog Breed Here", yet I don't see any language in the bill that would distinguish between those two scenarios. 

The present value of that increased depreciation may be greater than the advantage of perpetual tax deferral in a 1031.

For example, you probably have some student renters, perpetual renters, saving renters, happy landlords, and frustrated landlords in your list.  

Her financial situation didn't seem to have improved and she is still perpetually behind on her rent. 

Her financial situation didn't seem to have improved and she is still perpetually behind on her rent.