Not sure if these are all investment properties or if you're including a primary or second home, but my suggestion would be a cash out refi of an investment property to pay off your debt, and a line of credit on your primary to have available for reserves if needed.

Any suggestions?

Flipping is about as least passive as it comes, so just make sure you wrap your head around how much time and management it will take to be successful flipping.For anyone getting started, I always suggest these 3 steps:1. 

It's too much risk for me until someone can give concrete suggestions of how insurance policy(ies) can accommodate the rental arbitrage scenario.

@Vhernadette Sasing as Basit suggest, after taxes you are about $325K/year in income currently.

A suggestion I would give you is to find a couple "for rent" signs in your local market, get the address and start "running your numbers" on the rental property calculator that BP has for us on here.

Recently, a real estate friend suggested I consider starting a title company, as he and his partners (primarily in commercial real estate, like strip malls) could bring business my way.While I’ve worked with title companies in my transactions, I’ve never explored the inner workings of how they operate.

I'm open to suggestions for where to start investing.

Finding good deals is nearly impossible with the prices, tenant laws, and taxes working against us.Since you’re considering the Midwest, I’d definitely suggest keeping Detroit on your radar.

Suggestion.