I'm a beginner who is almost feeling comfortable enough (educated/prepared) to take my first shot at a rehab.

@Scott DillardI think you're really on to something here, my one suggestion is to come up with at least one more buying scenario ... you want them to take something, just design scenarios that work for you, and let it rip.

My strategy is wholesaling a few properties so that I can get more comfortable with the market and then Buy and Hold.

Has anyone out there worked with branding their properties (specifically with a certain aesthetic, design feature, or actual signage)?

This applies to Orlando as well as any other market you know well and are comfortable with the micro conditions.  1.  

It just all comes down to what you are comfortable with.

If you're in one of these states having a primary residence paid off can be very comfortable.  

To mitigate your costs instead of mailing from overseas contact a Every Door Direct Mailer company, you will pay less postage and have a company print the flyers you designed.

An IRA that you inherited would have to be transferred into "Inherited IRA", it would be named in the name of the original owner of the IRA and you will be designated as the beneficiary. 2) I do not believe so, you would have to pull out RMD from an inherited IRA.3) You will be required to get the valuation of your IRA (which comes from all of the assets that you IRA owns), and depending on the provider you might be required to get the appraisal, while others would access value from a CMA.Hope this helps.

At the end of the day a property is what someone is willing to pay for it.Do your research, active and sold comps with comparison of upgrades etc and provide an offer you are comfortable with understanding your risks.