My main goal is to get started in real estate investing as soon as possible, however I am also looking for a career to begin building on for both primary income and as means of acquiring as much knowledge as possible ...

I am more focused on flipping right now with supplementing my portfolio with cash flow properties. 

Our long term goal is to be able to supplement our income using rental properties.

LIQUIDITY EVENT: Good segway here, but depending on the deal, some investors can receive a good chunk of their principal during a REFi or Supplemental Loan event.

If you want to learn more about landlording and taxation and liability (LLC) - here are some books to get you started on this: for accounting and taxes - Every Landlord's Tax Deduction Guide (make sure to get the latest edition) (and you can supplement that with Deduct It!

I'm looking for additional avenues to supplement my income.

All of my Myrtle Beach friends don't rent or only rent to supplement.

As a little background on myself I am a tax consultant by trade (applying for my CPA license in January), and want to build my real estate portfolio that will provide solid cash-flows to supplement my earnings and accelerate my retirement.How do you estimate operating ans capital expenditures on a month-by-month basis to determine NOI?

You could roll it to a self-directed IRA and invest in real estate that way, or maybe do a 72t distribution and have it supplement your mortgage payments to help you accelerate the equity building.

That way you retain your privacy and still accomplish your goal of supplementing the mortgage with rental income.