In case it is helpful to anyone looking to upgrade, thought I'd describe my experience selling my April, 2013 Model S, 85kw, 21", tech, pano, sound with about 14k miles, to upgrade to a D. I solicited an offer from Tesla and they came in at $61k. It took me about 15 minutes and $49 to take pictures of the car and list it on this forum and on cars.com that evening. By morning I had multiple emails. After a total investment of maybe 5-10 minutes over the next day responding to emails and going back and forth with potential buyers, I sold the car a bit over asking, for right about $80k, nearly $19k over the Tesla offer with an investment of less than 1 hour's effort. My takeaways? (1) As noted elsewhere, Tesla is offering to buy back at a very low level (maybe cause they are reselling to dealers? don't care, it is absolutely their right to buy back or not at whatever price they want, they have no obligation to do so). (2) With online tools, it is crazy easy to do a private sale (less than an hour of actual effort), so it would be hard for me to justify giving the sales premium to a dealer (whether that is Tesla or Carmax or the local other car dealer), I am very glad I sold it on the private market. (3) I under-priced my car, as I was overly-persuaded that the new features would quickly depress the market. I'd have started about $5k higher if I knew then what I know now, trying to balance getting the highest price with minimizing my time investment. Overall, I think it worked out great and I drove the car for about $1,000 per month during my ownership period, and I am ok with having maybe sacrificed a couple of percentage points on the sale for an easy, quick process.