John, I'm super excited for you! Florida sounds like a wonderful place to ride, I hope to get down there someday myself. Good on you for taking the BRC, as a RiderCoach myself I can't stress how important that first step is.
You can't go wrong with a Shadow! They're great bikes and Honda builds 'em bulletproof.
Your plan for retirement is literally mine as well, my wife and I have plans to sell everything and tour the country in an RV pulling a trailer full of bikes. We've got a lot longer before we get there then you do though, maybe you can pave the way for us!
Have you picked up a bike yet?