Hi all, i'm a real estate investor from Connecticut and Massachusetts previously concentrating on buy and hold strategies.

My questions are concerning strategy really. 

If my strategy as an owner occupant is to buy a multifamily complex and rent it out, I do not understand how “failure” is possible.

If my strategy is to buy a fourplex with the buy and hold approach, choosing a customer demographic that aligns with my strategy is the next step.

As an investor taking on the debt and bringing all the equity, is 8.2% with an exit strategy within 2 years appealing?

I think you have the right strategy there, take it slow and figure things out.

This might include things like intent at the time of purchase, time held, whether a property was marketed for sale, frequency of such transactions, whether you are personally flipping houses separate from the plan, etc.If your IRA is flipping properties on a regular basis, then you will surely want to speak with your licensed tax advisor to be sure you understand the ramifications of UBIT taxation, and whether this tax on the gains from flipping will still leave your IRA with better returns than other options, or if you might need to look at different strategies for the IRA such as long term rentals or hard money lending.

I have a rental property that has been paid in full and I want to try the BRRRR strategy..

That included getting a team in place, educating myself here on BP and other books, actively looking at the market to identify where I wanted to invest, determining my strategy, realizing there was a flaw in my plan, finding a private investor, and finding a deal that met my criteria. 

I'd really advise against plotting an alternative exit strategy based on not signing -- that's not a good way to do business.