One last note... there was a time when I was considering building a progressive, but I decided that I couldn't afford the time. I spent a lot of time and discussion with a few other owners about coming up with a way to discourage dumping, but still allow teams that aren't currently competiitve a chance to improve. The consensus of the 4 owners I discussed this with, was that this would actually likely improve trading (to me, one of the most fun parts of progressive leagues), and reduce dumping.
It's basically a relatively random draft order, where any team has a chance at the first pick, playoff teams have fewer chances than non-playoff teams, and the bottom 4 teams have a slightly better chance at an early pick.
There would have been 100 "slots" in the draft lottery. 8 Playoff teams get 2 slots each. Thats' 16 slots gone, 84 .
All 16 other teams get 5 slots each. That's 80 additional slots gone, 4 . The last 4 slots go to teams in order of bad record, as long as they won at least 50 games by the end of the year. So the bottom 4 teams get 6 the next 12 get 5 and the playoff teams get 2.
Then we would have used random.org to get the draft order assigned. All teams, even the WS winner, would have at least 2 chances at the first pick. No team would have more than 6 chances. Most years, it would allow non-playoff teams a good chance at improving, but there are no guarantees, and you might as well do as good as you can.
Long term, I think this would be a very fair way to encourage teams to do well, and to discourage dumping, while giving the teams who don't make the playoffs a little more chance to improve.