I think how the pitching does this year will tell us how long of a dip there needs to be. With reasonable estimates for Arb raises, the Cubs have an ~$85M payroll heading into next next year. That's less than half of even this season's depressed payroll. So even with the PTR factor, there's something like a hundred million available to Jed this offseason. That's not enough to build a playoff caliber team on its own, but if the pitching is in mostly good shape it IS enough to build a playoff caliber offense on its own. But are we going to rebuild an entire offense by throwing money at FA? Maybe taking on salary in a trade? I just feel like the situation is not the same but similar to where we were in 2012. There are no franchise cornerstones to build around once Rizzo, Bryant and Javy leave. Our biggest assets are guys like Contreras, Hendricks and Ian Happ and you'd think the latter 2 are the closest thing we can call to franchise cornerstones due to being youngish, not sucking, and under contract for multiple seasons after this year. We can use the pitching lab to cobble together decent staffs (taking your example as an assumption), but I can't see us building a championship caliber club with FA money and very little young cheap talent. I mean there is literally 1 position player in the Top 30 of the Cubs farm system that is currently above A ball. Doesn't seem like we should expect anything there for awhile. There's definitely a huge variance based on what happens the next six months. The pitching being good going into the winter is a gigantic if, though there's a critical mass of legitimately interesting guys already in the org, and with the team being bad they'll have 6 months of innings to evaluate off of. Every pitcher they hit on this season frees up resources to spend on the offense. And the offense needs significant resources. Though I will quibble with one thing you said. The position player group that's going to open at Tennessee is actually pretty strong, so I think near term help from the farm is more realistic than you think. Amaya, Davis, Strumpf, and Morel are all slated to open there. It's likely we see at least one bat out of that group in MLB as soon as this season. Add that and probably Hoerner to Willson and Happ, and you've gotta group that can be saved with 2-3 big bats. And there are a ton of good FA bats next winter. When you factor in all the "if this goes right" things that are needed together, it's likely we'll be down for a few years (though scorched earth again seems unlikely). But I think the volume of current pitching and volume of future cash means there is a chance to avoid that prolonged dip.