This can be done for sure, but it is a niche endeavor and you will need the counsel of an attorney and CPA that are well versed in fractional ownership. 

Hello All,I wanted to get some feedback based on a recent discussion with my CPA.

@Richard BrownIt will be best to find a local CPA or an expert in AK tax law. 

At the end of the day do I show up with my CPA and say here's the hours I worked?

It doesn't change ownership, just trustees.Talking to an estate planner, a good cpa, etc. will help you find a solid solution. 

I currently have a CPA (only handles taxes and offers standard tax deductions advice) and a wealth manager at Abacus (handles retirement investments and stocks- IRA, 401K, etc).

But when you are getting in these details, you really have to ask your CPA (or find one who is familiar with cost seg).

There are some exceptions to a lender's ability to accelerate the note if the transfer was done for estate planning purposes although that usually involves a trust, not an LLC (Again, don't listen to me, i'm not a lawyer or CPA). if they do accelerate, you are afforded the right to cure any breach subject to the acceleration so, ok, darn, you got caught...put it back.

I have a phone consult with a tax attorney cpa tomorrow, hoping to determine capital gains if we sell but wanted to get some thoughts first. 

Please check with a CPA first on this strategy. https://www.boe.ca.gov/proptaxes/prop60-90_55over.htmBefore selling the condo, maybe you can also try different strategies such furnished long term/mid term rentals or rent by rooms.