If anybody has experience in private lending on a primary residence, I would like to pick your brain. 

Quote from @Erwin McClain: I've been in my primary for over 15 years.

I own two long-term rental properties (1 duplex and 1 single family) and also own a primary residence that I live in.

Ana,You're correct in that you need a primary address to extend an umbrella over to start with BUT you should be able to find an independent that could write you a commercial umbrella policy just over the rentals themselves. 

Yes you can potentially deduct property tax paid on more than one primary home, but keep in mind that the total is limited by the SALT limit which is now $40,000 for MFJ MAGI under $500,000. 

I'd look for a value-add, house-hack, or live-flip type opportunity, and sell the current primary.

However my guess is a residential loan as your primary residence won't be enough to cover the entire purchase.

I’m beginning my investment journey with a strategic focus on acquiring a primary residence that also generates income through house hacking—purchasing a multifamily or dual-use property to live in one unit and rent out the others.In addition to this primary investment, I am actively exploring low-risk, medium-return opportunities such as tax lien certificates, distressed properties, and other alternative real estate investments that offer long-term value and manageable risk.My goal is to build sustainable income, grow equity, and gain hands-on experience as I expand into a diversified real estate portfolio.

The insurance is under LLC as primary insured, with land trust and me listed as additional named insured.

A lender who gave us a pre-approval says with my income level, it is not wise to buy an investment property before a primary residence, as the lender on my future primary home will count only half the rental income and the whole investment mortgage in my DTI calculation.