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Getting involved in a dynasty league was one of the best decisions I’ve ever made regarding fantasy baseball. Nothing against redraft leagues, of course. There is something about constructing a roster and achieving success year after year with the house you’ve built. Or going through a rebuilding process to improve the future outlook of your squad. Either way, dynasty keeper leagues are…kewl. 

Dynasty leagues seem to be gaining in popularity recently, so If you’re interested in either joining or creating a league, keep reading for tips on running a successful and sustainable league for years to come.

Find The Right Owners

Go round them up! Everyone you know who loves baseball as much as you do. Friends, colleagues, family!

Your recruits – the future team owners –  should have some knowledge of baseball, the rules, and the players. 

And be inclusive! My wife plays in fantasy leagues too – and she’s really good at it. That said – anyone with interest can play – the beauty of baseball is that it’s one of the easier sports to learn and teach. 

Friends who are interested in joining one, but aren’t sure how to value players and want to learn more have plenty of resources they can use. In fact, a good commish should be able to point prospective owners in the right direction. 

The More, The Merrier!

Increase the stakes. Make it a deep league with high roster counts.

Hold Annual Replenishment Drafts

Every team will have a prospect or several prospects who will graduate during the season. Holding an annual draft (allowing for pick trading) gives teams around the league to refill the vacated spots.  

Keep League Members Invested

The season is long (Yes!). At some point, teams will start to fall out of the race. What do you do then?  

It’s natural for people to lose interest in playing out a season that’s toast. It’s a common issue with redraft leagues. 

The fantastic thing about dynasty leagues is that a team in the midst of a lost season has many aspects an owner can look forward to (if the league is set up properly).

Here are two such examples: 

  1. Next season’s draft positioning. 
  2. Trading older players to contending teams for younger assets or additional draft picks.


To prevent tanking – in one of my leagues the bottom six teams (H2H of out 12) play out the consolations rounds for next season’s draft order. This strategy worked for the league and helped maintain its competitive balance. In addition, we voted to make trading of first-round picks off-limits during the year in order to maintain the integrity of the consolation round battles. 


Prospects are a big part of dynasty league play. As mentioned above, players graduate to the majors leaving space open for refill opportunities. 

League members research far and wide seeking out the next big thing (the golden ticket) for their teams.  

In redraft leagues, I can always tell which owners are involved in keeper dynasty leagues based on how much FAAB they drop on a particular prospect upon arrival to the majors. It’s a cool wink wink moment between owners.

Dynasty leagues in general, help expand prospect knowledge. In fact, the deeper the league, the better.

Dynasty League Trades 

This is where things get really interesting. Many players are always trying to figure out how to value players, especially in a keep all league – some leagues use salary and term limits (which certainly help to some extent). In leagues without terms or salary – it comes down to knowing your players (especially prospects). 

Trades can look funky if you’re not used to playing in a keep all league, but this is where scouting comes into play. Make things super fun by reading up on all your players and the players you target. 

Thanks for reading! 


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