I work with The Short Term Shop and they specialize in helping investors purchase and learn to run and manage their str's. 

As you pointed out those terms would need to be favorable to them.Could you please go into the owner financing approach?

That means a higher rate and less favorable terms. 

The definition of wholesaling (a new term under SC brokerage laws) reads as follows:"Wholesaling" means having a contractual interest in purchasing residential real estate from a property owner, then marketing the property for sale to a different buyer prior to taking legal ownership of the property.

Our long term strategy is buy and hold owner finance. 

If you're not planning to live in the property long-term, I'd suggest prioritizing the property's standalone investment potential during evaluation, regardless of its role in a house-hack scenario.

Purchase price: $199,900 My first real estate purchase, which I converted into a short-term rental, I rented for half the year when I was away.

I ask because you can turn this property into a short-term rental on platforms such as Airbnb/ VRBO.

Real Estate, short-term management business groups in Miami and its surroundings ?

We're totally on the same page that "burdens and benefits" of ownership is the key.