I can't speak publicly on much of these things but if utilize translator function GA Tech. has done some public disclosures themself of general strategic alignment and forward focus of things. 

That certainly aligns with what I keep repeatedly hearing and reading from experts and others who have found reoccurring success in this.

Make sure their speciality aligns with what you’re after.Ask about their track record.

The short term rental is more aligned with my long term goals, but it is just skipping ahead by a few years and skipping over the 3 long term rentals I had Initially planned for my portfolio.Do I keep the property and maybe drop the rent under market value, while also coming about of pocket until we find new tenants, or sell and use the equity towards short term? 

If this is true, I'm not sure it will align with my lifestyle since I plan to live in the property for a year or two.

Our first lead was very interested and eager to book but our dates did not align with pre-booked guests form Airbnb at that time as there was a bit of overlap from ending our STR and transitioning to MTR.

, and then rejecting the answers because they don't align.

This lack of alignment with the investor's interest and their own is problematic. 

It’s advisable to consult with a tax professional who has experience with real estate investments to ensure that this strategy aligns with IRS regulations and your financial goals.

Does this align with your risk tolerance?