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GuidePublished 13 Aug 20268 min readBy Kevin Joginstrategic planningstrategy workshopimplementationfacilitation
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Strategic Planning: Five Questions, Participants and Implementation

A detailed strategic-planning handbook built around five core questions, the right participants, facilitation, focused planning sessions and implementation discipline.

Handbook guide13 min readUpdated 2026-08-13

Five questions

Where are we now? How did we get here? Where do we want to be? How will we get there? What additional skills, resources or money are required?

Participation creates commitment

People responsible for major decisions and implementation should be involved in shaping the plan, not merely receive it after the fact.

Planning must end in action

A strategic session is incomplete until priorities, owners, resources, measures, decision rights and next steps have been converted into an execution system.

Why strategic planning exists

The supplied source identifies several purposes for strategy: improve the return generated from owners’ resources, reposition the business when the environment changes, maximise strengths and opportunities, and create a basis for action decisions now.

The common theme is action. Strategic planning is not a prediction exercise and not a document-production contest. It is a structured way to make better choices about the future using the evidence available today. The output should change what the organisation funds, builds, stops, protects or learns next.

Before organising a planning session, define the decision scope. Is the work about the whole business, a division, a product portfolio or a specific growth problem? What time horizon matters? Which decisions are genuinely open, and which constraints are fixed? A clear scope prevents the session from becoming a general conversation about everything that could be improved.

Return on resources

How can the business create better economic output from the capital and capability committed?

Repositioning

What must change because the current market, product or channel position is weakening?

Strength and opportunity

Where does the organisation have a credible advantage or an attractive opening?

Action basis

Which decisions should be made now that would not be made without the strategy?

Question 1: Where are we now?

An accurate current-state assessment is the starting point.

Describe the business as it actually operates, not as it appears in marketing language. Identify major customer groups, revenue sources, cost structure, channels, key capabilities, competitors, capacity constraints, financial position and the operational issues that materially affect performance. Use evidence where possible.

Separate symptoms from structural conditions. A sales decline may be temporary, or it may indicate a proposition that no longer fits the market. High overtime may reflect a short-term peak, or it may reveal a capacity model that is chronically undersized. The current-state assessment should make these uncertainties visible rather than force a premature conclusion.

Question 2: How did we get here?

History helps identify path dependence, repeated patterns and lessons.

Review the major decisions, successes, failures and external changes that created the current position. Ask what worked because the underlying logic was sound and what worked only because conditions were unusually favourable. Likewise, distinguish a poor decision from a reasonable decision that produced a bad outcome because uncertainty moved against it.

A historical review also reveals accumulated commitments. Products, systems, facilities, customer promises and organisational structures often persist because of earlier decisions. Understanding why they exist makes it easier to decide whether they still serve the future strategy.

Question 3: Where do we want to be?

The third question defines the desired future position over relevant horizons.

Avoid describing the future only with financial numbers. Revenue and profit matter, but they are outputs of a position and operating model. Describe the future customer mix, proposition, capabilities, geographic or channel position, cost structure, speed, quality and risk profile that would make those financial outcomes plausible.

Use more than one time horizon when helpful. A one-year horizon may focus on stabilisation or capability building; a three-year horizon may define a new market position; a longer horizon may express the direction rather than a detailed forecast. The farther the horizon, the more the plan should be expressed as assumptions and options rather than false precision.

Question 4: How will we get there?

This is the conversion from ambition to strategic action.

Generate multiple paths before selecting one. The source suggests structured idea generation; the principle is to resist stopping at the first plausible answer. Consider organic growth, partnerships, process redesign, capability development, product changes, pricing, channel changes, selective exit or other routes relevant to the objective.

Evaluate alternatives against strategic fit, expected value, risk, required capability, reversibility, speed and resource demand. Then convert the chosen path into a small portfolio of initiatives. Each initiative should have a strategic objective, owner, expected result, key assumptions and decision milestones.

Generate options

Create more than one credible route to the future state.

Screen options

Test strategic fit, feasibility, risk, economics and major dependencies.

Select the portfolio

Choose a limited set of initiatives that together can achieve the objective.

Sequence the work

Respect capability, cash, change capacity and dependencies instead of launching everything at once.

Define decision points

Specify when evidence will be reviewed and what could cause the initiative to accelerate, change or stop.

Question 5: What additional resources do we need?

The final source question asks what skills, resources or money will be required and encourages a checklist of everything needed to move from the current state to the desired future.

Build a capability-and-resource gap list. Include skills, leadership capacity, data, systems, facilities, suppliers, cash, working capital, technology, regulatory approvals and change-management effort where relevant. Some gaps can be built internally, some bought, some partnered and some avoided by choosing a different strategy.

GapQuestionPossible response
SkillsWhat know-how is critical and missing?Train, recruit, contract, partner or redesign the approach.
CapacityWhat physical or human bottleneck limits execution?Improve productivity, add capacity, outsource or sequence demand.
Cash / capitalWhen will cash be consumed and returned?Stage investment, change funding, reduce scope or alter timing.
Systems / dataWhat information or workflow capability is required?Improve process, integrate systems, create controls or simplify the operating model.
GovernanceWhich decisions require approval or independent review?Define authorities, decision forums, escalation and documentation.

Who should participate?

The supplied source argues that the person with ultimate authority and the key implementers should participate in setting strategy.

The core principle is decision ownership. If the person who can allocate resources or approve the direction is absent, the group may create a plan that has no authority. If the people responsible for implementation are absent, the plan may overlook operational reality and commitment will be weaker.

Participation does not mean every employee must attend every session. Build a team that represents the critical knowledge and implementation interfaces: leadership, commercial, operations, finance, technical capability and other functions relevant to the strategy. Use broader consultation before or after the core session to gather evidence and test assumptions.

Decision authority

Someone who can approve direction, allocate resources and resolve major trade-offs.

Implementers

Leaders or specialists who will own the major changes and understand practical constraints.

Evidence holders

People who know customers, operations, technology, costs, risk or other critical facts.

Facilitator

A neutral process leader can challenge assumptions, manage participation and keep the session focused on decisions.

Create the right planning environment

The source recommends protected, uninterrupted time and an environment where participants can focus on the future rather than routine interruptions.

The exact location is less important than the design of attention. Block enough uninterrupted time for evidence review, debate and decisions. Distribute key facts in advance. Define how decisions will be recorded. Remove routine operational distractions unless an urgent issue genuinely requires attention.

An external or neutral facilitator can be useful when hierarchy, internal politics or familiarity makes it difficult to challenge assumptions. The facilitator should not substitute their preferences for management’s decisions. Their role is to improve the quality of the process: questions, evidence, participation, conflict handling and decision capture.

Source example versus requirement

The supplied source suggests multi-day off-site planning. That is an example, not a universal requirement. The governing principle is concentrated, uninterrupted strategic thinking with the necessary decision-makers and evidence present.

Convert the session into implementation

A strategic plan becomes real only when normal management systems change.

Within days of the planning session, publish the agreed objectives, major initiatives, owners, measures and unresolved assumptions. Translate the strategy into budgets, project priorities, hiring or capability plans and operating targets. Remove work that conflicts with the new priorities; otherwise the strategy is simply added on top of the old workload.

Use a regular strategy review that is different from routine operational reporting. Review whether assumptions remain credible, whether initiatives are producing the expected evidence and whether the portfolio still fits the objective. Escalate strategic decisions; do not spend the entire meeting discussing minor task status.

Implementation chainStrategic question → Choice → Objective → Initiative → Owner → Resource → Measure → Review → Adaptation

What if the team cannot agree?

Record the competing assumptions and evidence rather than forcing artificial consensus. The decision owner should make the trade-off where authority requires it, and the plan should identify what future evidence would justify revisiting the choice.

How detailed should the final plan be?

Detailed enough that resource allocation and execution are unambiguous, but not so detailed that uncertain future work is treated as fixed. Use decision milestones and assumptions for areas where learning is still required.

Application checklist

  • Define the scope and decisions before organising the strategy session.
  • Answer all five questions using evidence and explicit assumptions.
  • Include the person with decision authority and the people who will implement major changes.
  • Use neutral facilitation when hierarchy or internal politics could suppress challenge.
  • Translate strategy into budgets, initiatives, owners and resource commitments quickly after the session.
  • Remove or stop work that no longer fits the chosen priorities.
  • Review strategic assumptions and portfolio decisions separately from routine operational status.

Related KEVOS knowledge

Strategic Thinking, Business Model Renewal and ObjectivesPrinciples of Effective Business StrategyIntegrity and Assertive Leadership
Source basis. Business strategy source set: five strategic-planning questions; Business strategy source set: participants and planning environment. This page is an original handbook synthesis of the supplied materials. Named people, organisations and identifying case details from the sources have been removed. Numerical examples are labelled as illustrative where used.

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