They promise my growing Roth IRA account balance becomes a floor and protects my account balance from being negatively impacted by market changes.  

Like you, I also love the design aspect and wide variety of potential renters this type of strategy works for. 

You may already have though about these aspects, but from personal experiecne, here are my 2 cents..Maximize Tax Benefits: One of the major perks of house hacking is the tax advantages.

I've purchased properties before as a residence, that were in negative cash flow initially, which are doing great now.

A place where we can review sponsors, provide direct feedback, positive or negative, and practice reviewing deals, now that the tide has gone out and we are starting to see syndicators and sponsors swimming naked. 

The CPA gave me my adjusted tax amount from which I could easily figure out what the tax rate would have been but my real estate made my effective amount negative and I have a carryover to next year.

BP staff confirmed it was a heavy swing, not even considering the whole hurricane aspect. 

and only after you covered properly the "other" aspects of risk management (insurance, umbrella insurance, proper property management, etc.).Unless you are doing flipping (or AirBnb), in which case I suggest you look into Series-LLC and you operate each flip in its own child-series (if not clear why, ask for more details).Anyway, a lot of this is covered in my notes, and that should save you hours of research and hopefully clear some confusion as to why you want it and when and how.

So, it sounds like there is a lack of clarity about the renewal which may not apply but keep this in mind with all other aspects of leasing and any verbiage you add to a lease. 5.

After two years of negative cash flow (mostly due to an expensive turnover), I decided to sell it.Guess what I did next?