
Dynasty Fantasy Football Strategy: How To Get Out Of Purgatory in 2026
Jake Trowbridge walks through options to get yourself out of dynasty fantasy football purgatory and make a move towards climbing the standings.
Has your dynasty team become the textbook definition of “mediocre”? Decent, but never good enough to make a deep playoff run? Rough, but never quite bad enough to secure a top rookie pick? Being stuck in that kind of limbo is its own kind of hell—and is actually worse than being outright terrible.
The definition of insanity is rolling out the same middling roster year after year and expecting a different result. So if you’re in this situation, you must do something to break the cycle. Whether that means tearing your team down to the studs and starting over, or just making a few drastic moves to get you over the hump once and for all, it’s time to make some changes.
If you want your legacy to be more than “the person who keeps donating money to their leaguemates for the pleasure of almost winning,” then listen up. It’s time to pull yourself out of the abyss.
Take a Long, Hard Look in the Mirror
It all starts with an honest evaluation of your team. Put down the rose-colored glasses. Be brutally honest with yourself.
Imagine your buddy asks your opinion about a bad haircut they just got. Sure, you could be nice and lie about it. You could say that it looks fine; that it totally doesn’t look like they cut it themselves with a dull pair of hedge clippers and a blowtorch. But … what if they believe you? They’re just going to keep getting that same bad haircut!
Assess the age of your players, the strength of each position group, and how much of your recent seasons have been derailed (or boosted) by luck and injuries. Figure out how far you are from being a legitimate contender. Ask yourself if a couple of significant changes can get you to the top or if it’s time to take a sledgehammer to the whole operation.
In essence, does your team REALLY have the juice to get to the playoffs and make some noise? If the answer is yes, go for it. Life’s too short for pre-emptive rebuilds. Besides, once you’re in the playoffs, it turns into a bit of a crapshoot anyhow. But if you recognize that you’re nowhere close, then pick up that hammer and get ready to swing.
Most importantly: Once you pick a lane, stay in it.
If You Decide to Rebuild ...
If you’re rebuilding, rebuild HARD. Some folks fall in love with this process and find themselves in a different kind of purgatory. After all, if you’re always rebuilding, then you’re never really “losing” and have a perpetual excuse for why your team sucks.
But remember that the goal is to get a championship, not the award for Most Time Spent Polishing Your Roster. A solid rebuild can be accomplished in the span of two seasons or less. Anything more and you’re just playing with it.
The initial goal of rebuilding is to acquire as much youth, upside, and rookie draft capital as possible. Get rid of anyone with a short-term window for success. Trade away those overachievers that will likely crash back down to earth very soon (hello, Michael Wilson). Bring aboard underachievers with room to grow (ope, hi there, Matthew Golden). Comb through waivers and benches for high-value backups and players with an obvious path toward hype, who you can trade away for an even bigger return later on.
Plain and simple: Focus on pure value, regardless of position. There are some exceptions in Superflex/2QB or Tight End Premium formats, but even then, overall value is more important than anything else.
And unlike most of your leaguemates, you’re pretty much untethered by rules. Heck, it doesn’t matter if you can even field a starting lineup, unless your league rules specifically say you must. Enjoy the freedom!
If You Decide to Go For It ...
Pushing all your chips in certainly comes with more risk. A failed attempt at going all-in could force you into an even tougher rebuild in short order. But playing it safe and maintaining a roster full of Kenneth Walkers is what got you in this situation to begin with, so what do you really have to lose?
Most of your decisions here will probably come down to size. How big is your league? How ample is your bench? Does your lineup have a ton of flex spots?
For instance, if you play in a 10-team league that only requires you to start two running backs and two wide receivers, it makes sense to condense your roster and go after players at the absolute top of the heap. Depth is much less important there compared to, say, a 12-team league that requires three running backs and receivers, two tight ends, plus a couple of flexes.
You’ll often find that those “crusty old veterans” are the best values and are the most crucial to securing a playoff spot. These low-cost patches can often lead to huge rewards. But obviously, you don’t want your team logo to be a walking cane and a bowl of hard candies, so try not to go overboard.
The Right Time to Make Moves
Regardless of which path you’ve committed to, it’s important to be smart, aggressive and patient. The latter two might sound like contradictions, but I promise you they’re not.
Just because you flipped the switch on a rebuild, that doesn’t mean you must immediately jettison every player old enough to rent a car without getting charged an additional fee. The season is long, but the offseason is even longer, and making moves at the right time will help maximize the value you’re getting in trades.
For instance, the closer you get to your league’s rookie draft, the more valuable those picks are. That mid-second-round pick may not appeal to anyone until the pick is actually on the clock and one of “their guys” is still available.
Meanwhile, older players tend to be offseason kryptonite. Most managers don’t want to invest in an aging asset until they’ve proven they can still produce. Trading someone like Mike Evans after another hot start is usually a much wiser option.
The NFL Draft, free agency, training camp hype and even preseason highlights all play a crucial role in determining when to move on from a player and when to scoop them up. Be diligent. But stay disciplined.
Final Thoughts
No matter what else you take away from this article, just remember that a championship team can be assembled in a multitude of ways. Maybe you can do it in a few months, or maybe you need to see that New Year’s ball drop once more before you have a real chance.
But the best dynasty teams embrace risk. They take chances on players that are undervalued by the rest of the community. They make decisive moves that put them closer to their goal. They don’t just wait around and hope their team will magically fix itself.
And damnit, we’re gonna help get you there. Keep an eye out for more upcoming strategy pieces that delve into the nitty-gritty of rebuilding.



