This is my first year as a Hyatt owner (Sedona) and I was able to trade within the Hyatt system for the first week of april in Aspen. I did not place my request until about the 10 month mark, and was initially told the prospects were not good when inventory did not release at the 6 month mark. But I hung in there and it came through.
I would strongly advise against purchasing in Breckenridge. Your cost-to-points ratio and your fees-to-point ration will be tremendously higher than if you bought a diamond week or diamond week off eBay.
For comparison, you could buy two diamond weeks at Sedona for 4400 points and have MFs of under $2,000 a year. Your total cost to purchase on eBay would probably be under $18,000.
Unless you absolutely, positively want to guarantee the same week every year in Breck (or Beaver Creek, for that matter), you're better off buying single weeks elsewhere. In your case, you're not getting that guarantee - so that's something to consider.