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Article20 March 20262 min read

Why Strategy Offsites Fail

Most strategy offsites produce a deck and nothing else. Here is why, and what to do instead.

Daniel Eppa

Most strategy offsites follow the same script. Two days at a nice venue. A facilitator with Post-it notes. Breakout groups. A strategy-on-a-page. Everyone leaves feeling aligned.

Six months later, nothing has changed.

The pattern

The offsite itself is usually fine. The problem is what happens before and after.

Before: There is no pre-work that forces honest diagnosis. People arrive with their positions pre-loaded. The offsite becomes a negotiation between existing views, not a genuine exploration of alternatives.

During: The format rewards consensus over clarity. Hard trade-offs get smoothed over. The strategy document reflects what everyone can agree on, which is rarely what the organisation actually needs to do.

After: There is no mechanism to stress-test the strategy before committing resources. No practice. No rehearsal. The deck goes in a drawer and everyone goes back to the work they were already doing.

What to do instead

The alternative is not a better offsite. It is a different approach entirely.

Separate diagnosis from decision-making. Do the honest, uncomfortable diagnostic work before you put people in a room to decide. Use tabletop exercises to test how your strategy holds up under realistic pressure.

Practise the hard decisions. Your team should not be making their most consequential decisions for the first time, live, with real stakes. Rehearse them.

Build strategic capability, not strategic documents. The goal is not a deck. The goal is a team that makes better decisions, faster, under pressure. That takes practice, not Post-it notes.


This is what The Long Game Project is built around. If you want to learn more about how tabletop exercises can change how your team thinks about strategy, get in touch.

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