In some cases, after running the numbers, I’ve even faced potential negative returns, causing me to miss out on promising deals here in South Florida.That brings me to my question: I currently own two homes—one is my primary residence, and the other is a rental property.

Quote from @Khon Kounbandith: Investment Info:Single-family residence fix & flip investment.

I don't know your living situation but if your paying x,xxx for rent or a mortgage and instead by living in one side and renting out the other you will be paying y,yyy instead and y is less then x that's great, especially if you can rent out your primary residence and make income there too. 

One of the best hacks if you have limited cash is to buy a primary residence with up to 4 units.  

I agree with complications of ownership when it comes to Land Trust, and it also does nothing for asset protection. 

I've lived in Alaska, Idaho, Utah, Arizona, and California(current residence), and analyzing deals in my "back yard" at each location usually ends with me paying out of pocket to own a rental. 

There are so many scams out there that we have to protect ourselves and unsuspecting tenants before allowing a showing.

I always loved having an HELOC on my primary residence as the answer for me. 

Do everything you can to make sure you're hiring a solid partner who will protect you and your investments.

How would an umbrella policy protect against a security deposit related claim?