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A two-day strategy session: an agenda you can copy

· By BookWorkations editors

Open notebook, pencil, glasses and phone on a white desk
Photo: jeshoots · CC0

A two-day strategy session gives you room for the big questions: where do we stand, where do we want to go, and what will we do differently this year? The biggest risk is an agenda full of presentations and too little time for real choices. Below is a structure you can take over and adapt, with timings, blocks and tips.

Before the session: goal and preparation

Start with one question for each day. Day one asks where you stand, and day two asks what you will do about it. If you cannot put the goal in one sentence, the agenda will not hold together either.

  • Name the decision-makers and invite them for both days, not only for the opening.
  • Ask for a pre-read of no more than one page, with the key figures of the past year.
  • Appoint a facilitator who is not the person whose plan is under discussion.
  • Agree in advance what you will not discuss, so the time goes to the big choices.

Day 1: where do we stand?

The first day is about the picture: what happened, what is changing and what it means for us.

  • 09.00 Arrival and coffee
  • 09.30 Opening by the leadership: the goal, the expected outcome and what is not on the table
  • 10.00 Review: what worked last year, and what did not? (small groups)
  • 11.15 Break
  • 11.30 Outside view: what do we see among customers, competitors and our own people?
  • 12.30 Lunch
  • 13.30 Key questions per group: three opportunities and three risks
  • 15.00 Break
  • 15.20 Plenary: combine the group answers into a short list of themes
  • 16.30 Close of day one, with the agreements for the evening
  • 19.00 Dinner, informal

Day 2: what will we do?

The second day is about choices. Protect the time for them, and keep the plenary sessions short.

  • 09.00 Check-in: what stayed with you from yesterday?
  • 09.30 Strategic choices: pick no more than three priorities
  • 10.45 Break
  • 11.00 For each priority: the goal, an owner and a way to measure progress
  • 12.30 Lunch
  • 13.30 Feasibility: do the plans fit the budget and the capacity of the team?
  • 15.00 Break
  • 15.20 Presentation of the plan to the leadership, followed by feedback
  • 16.30 Close: record the decisions, owners and the first follow-up meeting

After the session

Send a short summary within two working days, with the decisions, the open questions and the owners. Put the follow-up meeting in the diary before people leave. Review the priorities every quarter, and report on progress at the regular management meeting. Strategy that is not revisited usually turns into a document nobody reads.

Tips for an agenda that works

Small choices in the schedule change how the two days feel:

  • Keep the number of priorities small. Three is hard enough.
  • Limit presentations to a few minutes, and spend the rest on discussion.
  • Schedule the hard discussions before lunch, when people are still fresh.
  • Do not put strategic decisions after the dinner, when concentration drops.
  • Leave one open slot on day two for questions that came up on day one.

Mistakes to avoid

Three mistakes come back in many strategy sessions. The first is treating the session as a status update, where each team reports and nobody decides. The second is choosing priorities without checking capacity, so the plan looks good on paper and stalls in practice. The third is leaving out the people who have to carry the plan out. If you recognise one of these in your organisation, name it at the start and agree how you will prevent it.

Frequently asked questions

How many people should attend a strategy session?

As few as needed to make the decisions, and enough to carry them out. A group of about 8 to 15 people works well in plenary and in small groups. With a larger group, plan subgroups and a shared closing round.

Do we need an external facilitator?

Not necessarily. An external facilitator helps when the leadership wants to take part in the discussion. If someone inside the organisation can lead neutrally, that can work too.

What if we do not finish on day two?

Start day two with the choices that are most urgent, and agree a follow-up meeting before the session ends. Unfinished topics are better moved to a fixed date than left open.

How do I keep the strategy alive after the session?

Link each priority to one owner and one measure, and review progress in a fixed meeting, for example every quarter. A plan that nobody checks again tends to fade.