I've done the undergrad rental thing; got the t-shirt, probably used it to clean up a mess they left behind.There's also a lot of downward pressure on rents on the undergraduate side.

Plus, you are providing clean, safe, affordable housing to those in need. 

Will I be spending a lot to paint over graffiti, fix broken windows, or cleaning up after dumpers?

This is a bit of a hustle even when you are local as you have to manage cleaning people, painters, repair people, showings, tenant screening, lease signing, etc.

I hope this doesn’t sound too harsh, but this current pandemic is laying bare the fact that if you do not have ample cash reserves, you’re finished, because you are over-extended and have a good bit of hiney showing.You should not only be able to muster 20% down, but have $30K in dry powder.  

I really didn’t want to have to deal with cleaning it when she moves out or any necessary repairs.  

I share a place with my cleaning lady. 

I guess my question then would be what’s the biggest challenge coordinating with a cleaning service?

Finding cleaning people has been difficult.

Second, you need to consider the rehab level you're planning on: clean & list, light rehab, heavy rehab, remodeling?