Given the size of the asset, these won't be huge, but something to consider.REWARD - In addition to the benefits stated above, the only other reason I could see doing one on an asset this size is if you wanted to offset a property sale that would have a large capital gains. 

If an employee calls out sick or quits unexpectedly, you will have to step in to handle the day to day of your business.The amount of work required from you as the owner will depend largely on what services your mat offers.

The 3 issues you described are all fairly large red flags, especially for someone's first property.

But if you want to use it, then an STR may be your preference- but to be profitable, you would need to have a large down payment.Aloha for now!

In 1.5 years, I will be moving to a large university town to start a dental residency program, and I am viewing this as an opportunity to invest in my first property.

These are large financial assets it shouldn't be hard to justify paying for good service. 

I have started making videos of the current flip I'm working on, but I know very little about how to format the video correctly to upload it to YouTube.

I will have roommates moving in on February/March.Maybe the next goal for me is to save a ridiculously large down payment over the next decade or more for a better house in Northern Virginia, I don’t know.

Just recently listened to a podcast on mid-term rentals specifically for traveling nurses but could also include corporate professionals or large-scale construction project workers.

For a relatively "safe" creative financing, one needs serious reserves (lots of moolah) and the ability to sell or refinance quickly when one of those "hiccups" occur.The gurus usually collect a large fee, from people who have neither money, reserves, nor experience.