Owner occupying it will get you the cheapest interest rates on what I recommend be a LONG TERM low interest rate fixed note.Consider leasing out bedrooms traditionally or via AirBnB for supplemental income but also the training and experience in all facets (marketing, leasing, working on the soft communication skills of customer care).Once you master the Buy-Rehab-Rent-Refi (BRRR) model you will become addicted.  

At the time I owned them I mainly used them as supplemental income and unfortunately didn't really see it as something I really wanted to expand on. 

It has a 1,500 sq.ft. shop so I can start building my maintenance company to supplement my property management.

I prefer to Buy and Hold because I want to help supplement my income when I retire.

Being an agent and getting your license helps with supplemental income even outside of investment properties.

This started as supplemental income and I've learned many lessons the hard way.

One thing we've considered and this will probably be implemented if I die before my wife, she would put the properties under management and even if they didn't cash flow well, it will still preserve them as a cash source and she can sell one off every couple years or so for supplemental income.

Through a refinance or supplemental loan, you would receive a portion of your initial investment back, while still cash flowing as if the entire amount were still invested.Let’s pretend you invested $100,000 into a value-add multifamily syndication, and after 18 months, the sponsors refinanced the property and returned 40 percent of your original capital.

So if you contribute 6k to a roth for 22 years until age 40, then you could likewise withdraw 6k per year for 22 years until age 62 to supplement any additional income (or simply withdraw all 132k all at once or any combination you want).  6k for 22 years at a 10% rate of return means a balance of 428k dollars at age 40. 

Account Closed, you mentioned Supplemental Income.