@Mike McCarthy "Most" insurance policies are minimally-funded. 

I get that this is solely for tax purposes, but what makes that different than any other strategy for minimizing taxes? 

What do the tell the tenant (trying to minimize any potential litigation)?

Needs minimal work, no more than $5000.

minimal upgrades, increase rents What was the outcome?

I live in Newport, KY, right across the river from Cincinnati, which is currently being heavily invested in, from all over the world.I feel that now is the best time to make a run at being an agent, being young and without children, having very minimal living expenses, and being able to be covered on my parents health insurance for a few more years.I would love to hear more from successful investors who pursued investing from a W2 Career as well as from a commissioned based career.Any advice or shared experiences will be greatly appreciated!

A good Realtor will set expectations up front to minimize confrontation and tamp down the flames if they eventually erupt. 

I persistently come across an overwhelming amount of properties advertising 100% occupancy with minimal-mild value-add repairs to be had.

With an attorney they will generally do the contract for minimal charge or free if they intend to be the closing attorney of the deal.

My goals are to manage risk, invest & build wealth, and minimizes tax spending.