Sales kickoff

Sales Kick-Off Planning for High-Performing Teams

Do not fill valuable kickoff time with information that could have been delivered beforehand. Start with what needs to change after the event, then use the time together for alignment, decisions, practice and application.

By Iain Swanston, Founder, Klozers

5 minute read
Comparison of content to deliver before a sales kickoff and work to use the kickoff for.
Protect kickoff time for work that benefits from participation. Routine information can often be delivered before the event.
Short answer

A high-performing sales team does not need more content simply because everyone is together. Define the business outcome and the few behaviours, decisions or capabilities that need to change. Use the kickoff for work that benefits from people being together, then build manager reinforcement and follow-through into the plan before the event begins.

Table of Contents

Start with what should change after the kickoff

Before you choose speakers, activities or an agenda, define what should be different after the event. The answer might be a clearer approach to qualification, better account planning, stronger discovery, a new go-to-market priority or more consistent management of opportunities.

Then separate what the team already does well from what needs to change. This matters because a kickoff should not replace effective internal practice with a new methodology simply for the sake of novelty. Preserve what works. Add new methods where there is a genuine capability or execution gap.

If you need the wider architecture for the event, use our complete sales kickoff guide. This article focuses specifically on planning the work that happens before, during and after the event.

Decide what actually deserves kickoff time

Time with the whole sales team is limited. Treat it accordingly. Routine information, reference material and basic updates can often be delivered before the event. The kickoff itself is better suited to activities that require people to work together.

Consider moving before the event

Routine information, reference material, basic updates and material people can read or watch without discussion.

Protect kickoff time for

Alignment, discussion, decisions, practice, application and work on real sales situations.

This is not a rule that every presentation is unnecessary. Leadership context can be important. The test is whether the format serves the outcome or simply occupies the agenda.

Involve the right stakeholders before you build the agenda

HR and L&D should not have to infer the commercial priorities alone. Speak with the sales leader, relevant managers and other stakeholders who own the outcomes the kickoff is expected to support.

Ask what is changing in the market, what the team is struggling to execute consistently, what good performance already looks like internally and what managers need to reinforce afterwards. These conversations give you the evidence needed to decide what belongs in the event.

Build the agenda around participation, not presentations

Once the outcomes are clear, design the agenda backwards from the work participants need to do. If the objective is alignment, create structured discussion. If the objective is a decision, give the group the information and process needed to reach it. If the objective is capability development, create time to practise and apply the skill.

A sequence of presentations can communicate information, but it does not automatically create application. The agenda should make clear what participants are expected to contribute, practise, decide or produce.

Use real sales situations when capability development is required

Where appropriate, use live accounts, opportunities, prospecting situations or customer conversations as the material for practice. This reduces the distance between the session and the work people return to afterwards.

Sales training simulations can provide a structured way to practise realistic situations and receive feedback without turning the whole kickoff into a lecture.

Adjacent-skill evidence: this evidence is about workplace learning and development, not sales kickoffs specifically. The CIPD defines learning transfer as applying newly acquired knowledge and skills to real workplace situations and argues that transfer should be an integral part of the L&D process. That supports designing follow-through and application into capability-focused kickoff sessions rather than treating attendance as the end point. CIPD: evidence-based L&D and learning transfer.

Choose speakers against the job they need to perform

Do not begin with a speaker list. Decide what the session needs to achieve, then choose the person and format that fit the brief. You may need a speaker for perspective or challenge, a trainer for capability and practice, or a facilitator for structured discussion and decisions.

Our guide to choosing sales kickoff speakers sets out the selection criteria in more detail.

Get the logistics right without letting logistics drive the event

Venue, room layout, travel, technology, timing and breaks all matter because poor logistics can obstruct participation. But they are delivery constraints, not the purpose of the kickoff.

Design the work first. Then choose the environment and schedule that make that work possible. For example, a session built around small-group opportunity work needs a different room layout from a leadership briefing.

Build follow-through before the kickoff starts

If participants are expected to use something differently after the event, decide in advance how that expectation will be reinforced. Managers need to know what to observe, what to discuss and when progress will be reviewed.

This is especially important when the kickoff includes training. The event can introduce and practise a capability, but the working environment determines whether people continue to use it. Build manager involvement into the design rather than adding a follow-up email after the event.

Measure what happens after the event

Attendee feedback can tell you how people experienced the event. It does not tell you whether the required behaviour, decision or commercial action happened afterwards.

Return to the outcome defined at the start. If the requirement was a new account-planning discipline, inspect whether account plans are being used. If it was stronger discovery, managers need a way to observe and coach discovery. If it was alignment around priority opportunities, review whether the agreed actions were completed.

The measure should match the outcome. Do not claim revenue impact where the evidence only shows attendance, satisfaction or completion.

Sales kickoff planning checklist organised into before, during and after the event.
A practical planning checklist for connecting the event to the work that happens before and after it.

Sales kickoff planning checklist

Before
  1. Define the business outcome.
  2. Identify the required behaviour or decision.
  3. Capture existing good practice.
  4. Identify what must be learned, decided or practised.
  5. Move routine information before the event where appropriate.
During
  1. Create participation around the priority.
  2. Practise where capability development is required.
  3. Use relevant sales situations.
  4. Make required decisions.
  5. Agree actions and ownership.
After
  1. Give managers a reinforcement role.
  2. Observe the required behaviour.
  3. Review agreed actions.
  4. Check progress at an agreed point.
  5. Measure against the original outcome.

When should sales training be part of the kickoff?

Include training when a capability gap is genuinely preventing the team from executing the commercial priority. Do not add training simply because a kickoff agenda needs another session.

For teams that need practical development around their own sales environment, Klozers can run your kickoff as a bespoke programme. The starting point is the outcome, the existing internal best practice and the sales situations the team needs to handle more effectively.

Iain Swanston
Founder, Klozers · London, Dortmund, Austin, Melbourne

Iain has spent over 30 years in B2B sales, selling, training and leading teams both domestically and internationally. He serves as an Associate at Strathclyde University Business School, where he has delivered the sales content for the Masters in Entrepreneurship since 2015. Klozers builds sales programmes from what a client’s own top performers already do, and delivers them on the client’s live deals.

Sales kickoff support
Plan the kickoff around what needs to happen afterwards.

If your kickoff includes sales development, we can help you turn the commercial priorities into practical sessions built around your team’s real sales work.