What’s going on, Danny Crew? It’s Dandy Drew here!
Today, we’re diving into a situation every Catan player knows too well: hitting the mid-to-end game slump. You don’t have a clear path for Longest Road, your Army is lacking, and your points are stalling out.
Recently, I did a lesson with a relatively new student who found herself in this exact position. She was falling behind, and it looked like the game was slipping away. But instead of giving up, we used table talk, hand management, and some serious board manipulation to completely turn things around.
If you struggle to close out tight games, you’re going to want to take notes on this one.

1. Assess Your True Win Condition
When you’re stuck, the first thing you need to do is stop playing on autopilot and do the math.
During our game, my student had a decent setup but nowhere left to expand. We looked at her board and realized:
- She could settle for 7 points.
- She could upgrade to cities for 9 points.
The hard truth: At maximum capacity on the board, she could only reach 9 points. Without pulling another Victory Point (VP) card or taking Largest Army, she would mathematically lose the game.
Spending all her resources on building that final settlement wouldn’t help her cross the finish line. We had to pivot our strategy entirely to Development Cards.
2. Play the Players (The 2,000 IQ Play)
In our game, the Orange and Blue players were dominating. Blue had Army and a double-road play, while Orange was strong in production and had already secured Longest Road. Meanwhile, the Red player was falling way behind.
If you can’t beat the leaders yourself, you have to weaponize the weaker players.
We realized that if Red could take Longest Road, it would strip points away from the leaders and buy us the time we needed to buy Development Cards. Here is how we orchestrated it:
- We fed Red resources. We traded Red the brick and wood they desperately needed, often at a discount or just to get it out of our hands.
- We coached our opponent. We literally typed in the chat, walking Red through the exact path they needed to build (wrapping around the 9-wood tile) to steal Longest Road.
By actively helping the player in last place, we completely derailed the player in first.
3. Mastering Hand Management
When you are digging for Development Cards, you have to manage your hand tightly.
At one point, we needed Sheep and Ore to keep buying cards. Instead of passing the turn and hoping for good rolls, we used a Year of Plenty to instantly buy what we needed. We also used the “Please Meta” (asking nicely in chat for specific trades) to swap excess wood and brick for sheep.
Pro Tip: Don’t hold onto cards you don’t need just because you want a “fair” 1-for-1 trade. If a trade gives you the exact resource you need to buy a Dev card now, take it. Getting the right card while thinning your hand protects you from the dreaded 7 roll.
4. Never Give Up
The biggest takeaway from this coaching session? Never accept defeat early.
So many players look at a clogged board, sigh, and just start passing their turns until someone else wins. By staying engaged, reading the table, communicating with the right people, and pulling the strings behind the scenes, my student was able to secure Largest Army, dodge the robber, and steal a victory right out from under the leaders.
Influence the board. Work with the board. And most importantly, keep fighting until someone hits 10 points.