It has been mentioned above but your best bet is to separate the SFR and the 8 unit into two separate transactions.

Those two areas are very different zip codes and price points for house hacking, what made you select the two? 

The property is a duplex on a street entirely full of duplexes and even a triplex or two. 

Once you do and youre clear, its only valid for TWO YEARS.

We've been using it for almost two months now. 

If your sister-in-law prefers not to be directly involved, your wife could become the sole owner of the LLC, and your sister-in-law could be given a secured interest in the home after the HELOC is obtained.Additional Considerations:You mentioned owning two other properties.

That bathroom would be conveniently located abutting the 5th bedroom, so we thought splitting that 8x12 space into two full bathrooms (1 reachable by the master bedroom and the other reachable by the 5th bedroom) may be beneficial, but we're torn.

I have a guy who has been here since July, but I renew his short term stay for two weeks at a time, every two weeks.

If you live in it for two years, you should be able to sell tax free up to 250k if you're single.

Good luck, Its a dangerous game.