I own 32 properties myself and have bought and sold over 300, including a few apartment complexes.

@Joe Villeneuve around 300K of equity in the houseSell the house, take the equity, spend it or use it on your next house where you are moving to. 

Seems like the deals have been all over the place lately.

Over priced, layout is awkward, junky neighbors, back on market/under contract multiple times, bad photos, bad timing(got buried from other listings, weather occurrence, etc). 

I tend to agree that we could be over leveraging ourselves and your comments are a good reality check but I did not paint the whole picture. 

The wealthy live where they want, the middle class live where they can afford, the poor live in whatever's left over.

I am not yet familiar with the management fees for an STR yet as we self manage, however Cleveland itself is currently STR friendly and just requires them to be registered if you have stays over 90 days and then you register with the city and pay $35.

Reassess your repair estimates and see if you're being overly conservative.2.

Yes this method only works if #1 You make more money than you spend#2  You are willing to spend less than you make.#3  it works because people don't have discipline to pay their mortgage beyond the minimum.  

Feel confident turning over management.