I unfortunately self financed so my funds are tied up in this one house. 

A lot of people under-estimate how much work is involved with owning real estate, especially if you go the route of self-managing.

I sourced the property off market and secured seller financing, and I also self manage it as an Airbnb host with nothing but 5 star reviews.

Screening is definitely an area I studied up on beforehand, and having a large graduate student population to choose from definitely gives me more confidence.

So if you are going to be a host that outperforms your competitors and want to get fabulous reviews, there isn’t complete down time if you are self managing at the highest level.

If you're refinancing to a business purpose loan that's totally fine, but chances are good you'll need a lease in place for the unit you were occupying so the lender feels confident that it's strictly going to be used as an investment property.

Do you self manage?

I currently house hack in Chicago, however, going from that to STRs where I cannot self manage is a different ball game and just wanting to pick peoples brains who are doing what I'm interested in doing.  

I think that part is self explanatory. 

My wife and I only have <5 properties we are self managing.