I know I am asking for a lot but my experience at BP has been fabulous and the knowledge I have received from this forum has been so much wiser than any professional I have come across (yet).

I purchased this townhome along with several other investment properties to rent out as STR’s and mid term rentals to offer higher end options to stay the night in our town and enjoy the restaurants, shops, pubs, etc.

Stay on top of your contractors.  

., like Chris notes, there are a lots of things that can go wrong, but also things that could pay off.To stay very high level, the two biggest risks, or points of understanding: what is the developers capabilities and what is the market demand for this product?

I am 22 years old from New York, trying to gain the knowledge needed to start my real estate journey.

I'm aware that some towns have stricter Airbnb laws than others (7-day stay minimum V.S. 30-day stay minimum), and it can be hard to fill the units during the winter time.

Older people who want a big enough house that’s their kids will stay with them when they come visit.

I'm looking to find a group to bounce ideas, deals and knowledge off.

Then I do a regular contribution to a taxable brokerage (S&P 500 tracker) "Savings" stays in an HSA and I keep the minimum in my bank accounts I invest in RE after all this.

Should I continue the traditional agency road map or am I missing some other strategy that might help get the knowledge and experience needed to meet both objectives?