@Jaren Woeppel , after looking at the available local options, we continue to self-manage although we export a number of tasks, ie. answering the phone.

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

I'm self employed and not showing much income on my taxes.

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.

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.

Do you self manage?

I also wouldn't be where I am today in terms of my contacts and relationships with vendors, to be in a position to self-manage confidently out of state.All that being said, if another deal with the same amount of hair on it presented itself to me today, I would pass simply because my risk profile has changed.

I am self managing so that's the issue here. 

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.  

Don't use overly rozy projections based on self-management and renting it out forever.2) Higher risk - how do you know which tenant caused the damages or brought in the bed bugs?