The Art of Dynasty | Chapter 4 (Ship Chasing)

Building a dynasty fantasy football team requires strategic thinking and football acumen similar to planning a long military campaign. You must intimately understand your leaguemates’ rosters and tendencies, diligently prepare for the rookie draft and waiver wire, and thoughtfully craft a balanced yet versatile roster aligned to your vision. Knowing when to push all chips to the table for a title run or temporarily rebuild for sustained excellence is equally critical. The finest dynasty owners combine sharp situational analysis with statistical rigor and old-fashioned football study to construct juggernauts that dominate their leagues for years.

This guide outlines core tenets to help you architect a formidable roster poised for both immediate and enduring success. By internalizing essential dynasty strategies around planning, preparation, roster construction, and pivoting between competing goals, you too can rule over your leaguemates year after year like a battle-tested emperor of old.

  1. Startup Drafts
  2. Roster Construction
  3. Ideal Archetypes
  4. Ship Chasing
  5. Iron Bank
  6. Rookie Pick Values
  7. Rookie Drafts
  8. Trading
  9. Roster Management
  10. Bayesian Inference
  11. Startup Supreme
  12. Roster Crunch
  13. Trade Assessment
  14. Productive Struggle
  15. Game Theory
  16. Startup Trades & Pick Swaps
  17. Winning the Offseason
  18. Rebuild Roadmap
  19. Revanche
  20. Kingdom Come

Knowing When to Chase the Ship

Evaluating your team midseason is crucial for making an honest assessment of your chances of contending for a title. If you are not a legitimate top 3 contender in your league, then there is little point in chasing a title that season unless you are relying on luck. While luck plays a role in fantasy football, strategic preparation can significantly increase your chances of success. As Oscar Wilde once put it, “Luck is when preparation meets opportunity.”

By understanding when you have a legitimate shot at a title, you can put yourself in a position to win that championship. If you have methodically constructed a strong roster using redraft principles and a win-now mentality (see Chapter 2), then you should have positioned yourself for a deep playoff run. That’s when you trade enticing youthful pieces for well-established, reliable veterans who can put you over the top. Throwing in future rookie draft picks is also an option if you are confident that you can make a real run at the title as a top 3 contender. But also remember that you should be wary of mortgaging your future just to contend. There needs to be a high level of confidence that this is your chance to strike if you are going to trade away future rookie draft picks. There is nothing worse than to go all out only to fall short and not have enough assets to reload for the next season. When the next rookie draft comes around and you have no picks, you will be tempted to start trading away players for picks. This leads to endless frustration, disappointment, and broken teams. Shoot your shot but make sure you have a high probability of success.

Midseason Assessment

  1. Evaluate Your Standing
    • Top 3 Contender: Assess whether you are a top 3 contender in your league based on your team’s performance, point totals, and roster strength.
    • Honest Appraisal: Be realistic about your chances. If you are not a top contender, it may be better to plan for the future.
  2. Analyze Your Roster
    • Strengths and Weaknesses: Identify the strengths and weaknesses of your team. Look at positional depth, consistency of scoring, and injury history.
    • Scoring Trends: Evaluate your team’s scoring trends over the season. Consistency is key for a deep playoff run.

Strategic Moves for Contenders

If you determine that you are a strong contender, it’s time to make strategic moves to bolster your roster for a championship run.

  1. Trade for Proven Veterans
    • Reliable Performers: Target well-established, reliable veterans who can provide consistent production.
    • Youth for Experience: Consider trading youthful pieces and future rookie picks for proven assets. These veterans can be the difference-makers in critical playoff matchups.
  2. Manage Future Assets
    • Calculated Risks: If you decide to trade away future rookie picks, ensure you have a high level of confidence in your championship chances. The worst scenario is to go all out, fall short, and lack the assets to reload for the next season.
    • Balance: Avoid completely mortgaging your future. Maintain some future assets to keep your team competitive beyond the current season.

Productive Struggle

If you are not truly a contender, you are better off stockpiling the Iron Bank (more on that in Chapter 5) and collecting draft capital. But there is a delicate balance. If you are not a strong contender, it does not mean you should just sell off all of your players and go in a full rebuild. Tearing down your entire roster is risky and many teams that go into a full rebuild mode usually don’t make it back. There is a better way to “rebuild” in a productive manner. You need to have a firm strategy and plan in place with a clear vision of how you are going to rebuild.

If you find yourself in mediocrity or not truly in title contention, then it may be time to start building using the Productive Struggle blueprint created by Ryan McDowell. This blueprint works best if you have stocked your team with young building blocks and future draft capital. You may “tank” for a season by trading off aging veterans for rookie picks and young players but you are essentially building for the future with a specific plan in place. The idea behind the Productive Struggle is to build an evergreen roster that will compete for a title every year, even as your team ages and players come and go. So, if you’re not a top 3 contender, look to move off aging proven veterans for younger assets and draft capital while keeping your young building blocks. You can read more about the concept of Productive Struggle here.

  1. Stockpile Draft Capital
    • Future Assets: Accumulate future draft picks and young players by trading away aging veterans.
    • Iron Bank: Refer to Chapter 5 for more on the Iron Bank strategy, which involves stockpiling draft capital and young assets.
  2. Strategic Rebuilding
    • Avoid Full Rebuilds: Rather than tearing down your entire roster, which is risky, aim for a productive rebuild. Full rebuilds can often lead to long-term mediocrity if not managed carefully.
    • Clear Vision: Have a firm strategy and plan in place for your rebuild. Identify key building blocks and acquire assets that fit your long-term vision.
  3. Trade Aging Veterans
    • Maximize Value: Move off aging proven veterans while they still hold value. Trade them for younger assets and draft picks.
    • Future Planning: Keep young building blocks and plan to compete in the next few seasons with a more balanced, youthful roster.

Balancing Short Term Moves & Long Term Goals

The key is balancing short-term moves with deliberately strengthening your dynasty hand each offseason. Assess your real title odds before deciding between blades or blocks – the wrong choice can set franchises back years. With a calculated approach, you can build consistent championship depth built to last.

  1. Regular Assessment
    • Title Odds: Continuously assess your real title odds throughout the season. This will help you decide whether to make immediate moves for the championship or plan for future success.
    • Informed Decisions: Use data and performance metrics to guide your decisions. Avoid making moves based on emotion or short-term fluctuations.
  2. Building Depth
    • Championship Depth: Aim to build consistent championship depth. This involves having a mix of reliable veterans, high-upside young players, and future draft picks.
    • Evergreen Roster: The goal is to create an evergreen roster that remains competitive every year, even as players age and new talents emerge.

By taking a calculated approach and balancing short-term moves with long-term planning, you can build a dynasty roster capable of consistent championship contention. Assess your title odds realistically, make strategic trades, and maintain a focus on both current and future success.

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Chalk
Chalkhttp://theundroppables.com
The ringleader of The Undroppables, Chalk works in the shadows and behind the scenes of the brand. With a preference to remain a supporter and facilitator of the team’s influencers and personalities, Chalk’s focus is to ensure that The Machine stays well-oiled. With years of experience across dozens of leagues, Chalk brings deep and actionable insight to his fantasy football analysis. You can follow him on Twitter at @101chalk.

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