She has been so helpful and is so happy I’m following in her footsteps.

I believe it is a building that currently has 8 single units in the building.If you were in her shoes, what would you do given this opportunity. 

I just became a Pro member and I wanted to network and see if there was anyone in here willing to message me some advice!

Are there any challenges/obstacles to this approach, if agreed upon? 

There are a few red flags: her bills will still be in her name even if you pay them and less than a year at a new job.

I've talked to a Tax Assessor on the phone but she didn't seem too confident in her response. 

In her negotiations with the buyer there will be 3 general piles of money - the land/building (real estate), the FFE (furniture, fixtures, equipment), and the good will (all the intangibles that make it worth what it is).If possible you'll want to negotiate as high an allocation to the real estate as possible. 

The tenant is recently back up to $2.7k/month (I believe the full rent started in Oct but maybe it was November) but it has been over 2 years with no rent increase not counting the increase back to the rent specified in her lease (she would have had 2 annual increases and be approaching the 3rd).  

Turn key properties inherently tend to have a lower ROI because you're not forcing equity yourself.

@Dennis Tierney not trying to "swoop" in here, but what cap rate are you looking for?