Rinse and repeat over and over.

Can I buy land with an SDIRA, hold it for a period (2yrs for example) and then sell it to a company that I own?

Investment Info:Single-family residence buy & hold investment.

My plan is buy and hold a long term rental first and then slowly evolve into short term rentals.

I usually tell investors...if that is the way you are leaning, if you're like many of the very best and active investors who want to buy and hold and get 1 property a year, don't get your license. 

Investment Info:Single-family residence buy & hold investment in Cincinnati.

Hey guysI bought my first property in the area, made it a Short term rental and so far everything is good - the property is cash flowing and booked - thank God.I'd like to repeat the process and purchase another one.

I feel like an in-person (or virtual) group or class is what would help me to kickstart things and hold me accountable. 

While you maybe flipping, I guess I don't jump to seeing this as a new "world" any different than a homeowner wanting to remodel their own home and having to buy their own insurance...If you have the time to do this, it lets you find and hopefully hold on to the "good" trades, the ones you like and get along with well. 

You could become a private lender for people who flip homes, invest in notes or tax liens/deeds, speculate a bit on buying new construction and then selling for a profit when complete, buy shares of a REIT etc.Orlando is a fantastic place to buy and hold, build new construction or even own a STR.