I have a team that had some success that went and got old on me. However, I'm in a division with 3 teams that will likely win 75 games at the most and probably more like 70. I could slowly rebuild for the next two seasons and bank two more division titles but would have a 5ish% of winning the WS. The rebuild would be slow, but at least I'd be in the playoffs. Conversely I could embrace the suck, rebuild much quicker because some of my guys still have value and he ready to compete for WS in a few seasons. Trouble is I'd be really bad for a season, maybe two.
I guess what I am really asking is are you a pull the bandage off slowly or quickly kind of guy?