To play devils advocate: If the team wins, the fans will be there. We're now 6 years removed from the WS team. It sucks that it played out this way but, as a comparison, here are key members of the 2016 team that were on the roster in 2014: Rizzo (breakout season in 2014) Baez (hit .169, spent most of 2015 in the minors) Coghlan (traded from Oakland in 2016) Arrieta (breakout 2014) Hendricks (called up down the stretch, pitched great) Rondon Strop Grimm That's 8 guys (and stretching it a lot on Coghlan and Grimm) that were on the team just 2 years before the 2016 team. This is a bad team right now, it's been a bad team for a whole calendar year. Yes, a lot of that is self inflicted, which is garbage, but the fans (which are already showing up) will be selling the place out as soon as the record flips, regardless of the players on the field. Agreed, success (both individual and team) is always going to be the biggest driver. No one bemoaned losing the connection to the success of 2016 when Almora or Russell was kicked to the curb, or got contemplative about the business of baseball when they moved on from Quintana or Chatwood. People are dying to not look at Heyward in a Cubs uni anymore, it's always gonna come down to the belief that they can continue to be successful and play a part in the team continuing to be successful. That said, I think the front office(and I say front office because I believe the org's current state is about 90% front office driven and 10% ownership) really could stand to do what it takes to avoid this circumstance with *all* of the next round of players. Reward Nico with an extension that buys out some FA years, plant a flag on Morel with a longer term deal, or show faith in Steele or Thompson with guaranteed money. There's value in not being on the 6 year treadmill with every young player who lands at your feet, and while there is risk involved(e.g. no one is putting Bote's name on the roster in pen), it's a useful and ultimately small thing they can do to signal their intent even if the bigger statements of intent like large FA deals are (sometimes justifiably) not the best choice for the moment. Don't disagree on those points, but just to piggyback off your post my earlier one, I do think what we've seen the last couple years is at least a little bit a result of the path they decided to take back in the early 2010s, which was essentially purge the entire organization and start from the ground up. The end result of that being that you had a core that was largely the same age and the same contract status. The disappointment is that the 'waves and waves' just ended up being one pretty incredible first wave, and they weren't able to supplement enough (although you could argue that they were playing meaningful baseball in October for 5 out of 6 years from 2015-2020, so...). Looking at the current roster, I don't see that being the case in terms of how this turns into the next great Cubs team. There's talent at every level, there's money to be spent this offseason and the next one based on expiring contracts...they should be able to space this thing out a little bit better.