The non tax-free portion then qualifies for $500k CG exemption for primary residence for a couple?

If FNMA, FNMA allows transfer of deed to LLC if mortgage originated after June 1, 2016 and original borrower owns a majority interest in the LLC and any 12 months of owner-occupancy is first met:https://servicing-guide.fanniemae.com/THE-SERVICING-GUIDE/Part-D-Providing-Solutions-to-a-Borrower/Subpart-D1-Assisting-the-Borrower-with-Property-Related/Chapter-D1-4-Transfers-of-Ownership/Section-D1-4-1-Information-Relating-to-Transfers-of-Owner/D1-4-1-02-Allowable-Exemptions-Due-to-the-Type-of-Transfer/1041300841/D1-4-1-02-Allowable-Exemptions-Due-to-the-Type-of-Transfer-09-09-2020.htm

Keep Homestead Property in Your Name: Keeping your primary residence in your name allows you to retain veteran and homestead tax exemptions.

You do new development and the units are exempt from rent control.  

Rad ran one of the funds through a regulation a+ offering (full disclosure this is same exemption I use) - these exemptions allow you to raise from both accredited and non accredited - so easier to advertise on FB, google etc.

If it is more than one investor and pooling funds and deals then that is a completely different animal where you would file for a SEC exemption through a form D then ahve to file with each state the investors are in and have a subscription agreement and other docs drafted. 

All three are present in this case.The most troubling issue with the Reg D filings for Norada Capital Management is that Santarelli regularly boasts of a “default free track record,” dating back to 2012 ( Link at 36:10).This implies Santarelli has been raising funds without a corresponding regularly and timely filed exemption—one filing at $4,000,000 is not enough to cover the over $70 million said to be raised during my taped call.

Quote from @Joe Mills: You are exempt if you meet one of the following requirements:Owner-occupied buildings Properties with four units or fewer that are owned and lived in by the ownerSingle-family homes Homes that are sold or rented without a broker by the owner, as long as the owner doesn't own more than three at onceIf those don't apply, then you must abide by Fair Housing and you must make reasonable accommodations for people with assistance animals.

A Solo 401k which is exempt from UBIT on leveraged real estate may be a better option if you have legitimate self employment activity. 

The way I see it, the positives are that the municipality takes the burden of finding the tenant, rental agreement with the municipality is for are for at least five years (this might be a negative for some) and you'll be exempt from both property and capital gains taxes.