Do you have a family member or friend that's achieved what you want to achieve?

Even furnishings can affect their impression...everyone has different taste in colors and styles.

One of the hardest things I have found is to balance my style & tastes (This place is cool and unique, I love it!)

Hi Anthony,It will look weird if you try to restyle it yourself.It might be wise to talk to an Architect in the area who does SFH work.That way it's more likely that everything will be styled good to the eye and match.You don't want the 1st and second stories looking like flip flops with a tuxedo, or vice versa.Maybe look into Hardy board, and Blue and white really POPs a lot better than beige (but you have to respect the neighborhood styles and colors too).This house is not the same style, but it is an eye popping blue and white.

I hope through real estate and with the help of the Bigger Pockets community to achieve my goal of financial freedom (I’m sure the same goal as many) because I want more out of life than a 9-5 job and a 401-K.

But it is true that if values rise, the more intelligentdebt you use, the better overall return you'll achieve, even if your cash flow is negative.

What REI style do you want to kick *** at?

You mention that you want to scale up to 100k quickly, so to me it sounds like slowly growing your 3/2 SFR portfolio's in Orlando may not be the most direct way to achieving this goal. 

Purchasing a personal home is a life style choice not a investment.

I will tell you thought that everyone has their own style to flipping a house so you will need to find what works for you.Consistency and patience are the number one skills required for this business.