Every fall, many marketing teams dive into their annual planning cycles. For some, Q4 is a time to scramble, finalize budgets, and chase unfinished goals. For others, it’s a chance to pause, reflect, and thoughtfully prepare for the year ahead.
One of my latest clients—a growing 11-person marketing team—chose the second path.
The challenge? They had never done a formal marketing planning process before. Team members were hired reactively, roles were unclear, and there was no roadmap tying everything together.
The marketing director, Celine, decided it was time for a change. She wanted clarity, structure, and a real plan. The only problem? She wasn’t sure where to start.
That’s where I stepped in. Together, we designed a four-week sprint that ended with a five-day planning workshop. Here’s how we pulled it off and how you can run a high-impact planning session for your team, too.
Step 1: Clarify Objectives
When Celine asked where to start, I told her, “Let’s begin with your objectives. What do you want to accomplish?”
We narrowed it down to three:
- Present and refine a draft 2026 marketing plan.
- Roll out a new org chart that clarifies roles and responsibilities.
- Upskill the team in marketing planning and AI.
Because this was a B2B company, I also emphasized that Sales had to be part of the process. Marketing priorities are only as strong as the sales targets they support. And since the CEO was already interested in marketing’s directions, I suggested bringing him into the review.
Takeaway for your team: Start with three clear goals. Without them, planning sessions can drift into unfocused discussion without actionable walkaways.
Step 2: Do the Heavy Lifting Beforehand
A great workshop isn’t built in the room, it’s built in the weeks leading up to it.
Celine and I invested the time upfront:
- Drafting the 2026 marketing plan using past performance data (where available), sales input, and product insights. We went through multiple drafts using my planning template until we had a strong foundation.
- Building the org chart, mapping each person’s role, resolving overlaps, and clarifying ownership. For this team, it was the first formal chart ever created, so the work was critical. Celine spent a lot of time on this.
- Designing the agenda, hour by hour. We blended planning sessions, training blocks, and breakout discussions to keep energy high.
- Coordinating presenters from the team presentations, sales updates to AI training. Every slide deck was reviewed ahead of time to ensure it aligned with the session objectives.
It was a lot of work, but it meant the workshop didn’t start from scratch—we walked in with drafts, clarity, and structure.
Takeaway for your team: Budget 3–4 weeks for prep. Walk in with drafts, not blank pages. And don’t underestimate the time needed to build or update an org chart, if you need to present it. Clarity on roles is just as important as clarity on strategy.
Maximize Your Revenue
With the 90-Day
Sales Enablement Challenge
Step 3: Run the Workshop
The five-day workshop was where everything came together. Here’s how it played out:
- Day 1–2: Alignment within Marketing, then Sales
The Sales team presented their 2026 WIP plan. We immediately integrated their insights into the marketing draft, building alignment from the start. - Day 3: C-Suite Review
By midweek, we had a C-suite-ready draft. The CEO, VP of Sales, and CTO joined the session, shared feedback, and we integrated it live—no delays, no bottlenecks. - Note: Ideally, the C-suite review takes place on the final day of the workshop, but we adjusted the agenda to fit their schedules.
- Day 4–5: Upskilling + Breakouts
Planning wasn’t enough. We dedicated time to build capability:
- A hands-on planning session so the team could learn the process.
- AI training for marketers (including AEO—AI + SEO).
- AI training for Sales to help them leverage automation.
- Individual breakout sessions to tackle specific challenges and return with recommendations.
By the end, the team didn’t just leave with a plan—they left with new skills and the confidence to carry it forward.
Takeaway for your team: Use workshops for both planning and upskilling. Otherwise, the strategy risks staying on paper instead of being executed. Built in time for peer-to-peer discussions, too, they often surface the thorniest issues and best solutions.
Step 4: Deliver Results
In less than four weeks, the team walked away with:
- A draft of the marketing plan 2026.
- A fully aligned team across marketing, sales, and leadership.
- An org chart
Just as importantly, the process built ownership. Every voice was heard, leadership was engaged early, and silos were broken down.
Why This Approach Works
Too many planning cycles fall into the trap of “PowerPoint theater”—lots of slides, vague ideas, and little action. This approach worked because it followed six principles:
- Start early: September beats December every time.
- Prepare upfront: Drafts spark better discussions than blank pages. Prep is the make-or-break step.
- Involve Sales and leadership: Cross-functional alignment is non-negotiable.
- Invest in skills: Strategy without capability is just theory.
- Move fast, integrate feedback: Rapid iteration keeps energy high.
- Close properly: End the session by reviewing objectives, reinforcing key decisions, and identifying any necessary follow-ups.
And don’t forget: make it FUN. Mix team-building activities, dinners, and unstructured time to foster connections. Great planning comes from both hard work and strong relationships.
Final Thoughts
Strategic planning can be overwhelming. With the right structure and preparation, even a lean team can do in weeks what might otherwise take months. The key is to identify a lead and allocate the time for preparation.
This 11-person team proved it. By combining early prep, cross-functional alignment, and skill development, they left their workshop not just with a plan—but with clarity, confidence, and commitment.
That’s what planning done right looks like.
👉 Thinking about running a planning session for your team? Let’s talk—I’d be happy to share more tips. With the right preparation and focus, you can definitely accomplish this in just four weeks.
If you’re interested in learning more about Pam’s AI Training, including tailored AI Copilot Training for enterprises, schedule a free call today to explore the possibilities!