Of particular interest are: Multi-Family Complexes, Medical & Industrial Parks, Warehouse & Storage Facilities, RV & Mobile Home Parks, Sale and Triple NNN lease backs, Agricultural and Timber investments. 

If insurance is $1k should I underwrite with $3k to account for a Florida like situation where insurance in some cases has more than tripled over the last few years?

In that time we have seen our properties triple in value!!!  

You might also want to consider triple net properties lease to credit tenants. 

Hi Nina.If I were not experienced in land lording and property manager, I would look personally to the extent you want to learn or experience property management versus hiring someone else that you trust to do the job.Yes, the cost for a property manager is important but not essential- the cost between property managers are not double or triple the cost of others (say like attorneys in some areas of law or cars). 

Installing small things like a heat pump and insulation with new double or triple-pane windows for snow regions.

triple net (nnn) lease is a typically commercial lease where tenant is responsible for all maintenance/cap ex and usually tax and insurance.  

One would want to double and triple check the title company and the escrow officer NOT BY E Mail by phone and If needed you ask who their underwriter is and then call a CA title company you may know that has the  same underwriter and ask them to verify this company is real.

The catch is, my current interest rate on the conventional is 2.87% and I'm positive it will nearly triple if I refinance with a DSCR so it's a tough decision.

Or you could try to do a flip and double or triple your money in a few months then decide what to do from there.