I have to say to the original question. If you like the Dog and it is the bike for you in regards to ride enjoyment and something that you can see many miles, smiles and road trips on, then go for it. If it is something that you plan to shine a few times, run to the local Poker run and more important to have something that you have to worry about how much you can get out of it a year or two down the road, best to find something else.
Only lost of value if you plan to sell it anytime soon or do not plan to get as much fun and time out of it as possible. Mine is going on 5 years old and it may nor be worth shit if I sold it, but it is priceless to me for the good times I have on it, be it sharing roads with many of the member on here or other riders, or going solo and just enjoying this great country.
It is broken down right now and though it is just a matter of having the time to fix it, no complaints for even tearing it down and hunting the trouble has brought me enjoyment and overall it has been very good to me. I am sure that if I went out and paid full price for a new 2010 and the company went under an hour after I bought it, I would still not regret my pruchase and would get so much value out if it with the smiles than any money could ever replace.
Good luck and much success in what every you get be it a BD, A M/V Augusta, A HD, GirlyWing or a classic Vespa. Hitting the road on two wheels is something that many of us know, the value of such is priceless! With that said, I am going to get on my Buell and go to work and enjoy the 120 mile commute each way!! Hopefully next week I will do the same on the Big Dog and if not the week after!!!!!