If you lived in the house long enough to be considered Primary residence you may have a Sec 121 exemption.

If you do not have a lot of personal assets and have a homestead exemption on your primary residence - most find there is not much left for someone to actually take.

Assuming RentingFamilyMember continues to file Schedule E, would/how does that affect the real estate capital gains exemption on a future sale?

Again "typical" but can be done many ways.If you are raising money from more than one investor then you should do some sort of SEC exemption like a regulation D 506b or C.

The city/county laws for the most part seem to mirror state law (AB1482) so my current reading is I am exempt from "rent control" and "just cause" requirements. 

I have a home that I bought while I was active duty. I lived in it for 2 years prior to turning it into a rental property. After I moved out, I separated from the military. I am past the 5 year mark since living in it...

To qualify for a homestead exemption on the house I would have to transfer it from the LLC to my trust..

The only thing, I notice now is, my agent has not tickmarked - Notice of Exemption.

Similar endeavors are underway in Rhode Island and Telluride, focusing on assisting first-time homebuyers and developing affordable rental properties.One significant strategy employed by these governments is the utilization of tax-exempt financing.

@Bryce Kennebeck In Florida the Homestead exemption is only offered individuals and not LLC's.