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Rolling Horizon Planning

Most leadership teams plan once a year. They spend the rest of the year firefighting.

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Strategic Rhythm for Teams That Want to Move Faster

The Rolling Horizon Planning Cadence from Sketch replaces static annual planning with a living 12-month operating rhythm built around quarterly recalibration and facilitated focus. It’s the planning cadence used by modern, fast-moving organizations. Every component is fine-tuned for small and mid-sized businesses that want discipline without bureaucracy. 
Atlassian consultant at Sketch

What Is Rolling Horizon Planning?

Rolling Horizon is an alternative to the stale yearly planning sessions that keep everyone watching the clock and checking email on the sly: a year-round strategic cadence that keeps your leadership team aligned, adaptive, and accountable.

 

  • Quarterly Planning Sessions: Fast, energetic, in-person format inspired by scaled-agile program planning. In one day, you'll align on priorities, resolve conflicts, and commit to the next 90 days.
  • Monthly Check-Ins: Short, structured virtual sessions to track progress, address blockers, and keep strategy visible.
Atlassian consultant at Sketch

What Is Rolling Horizon Planning?

Rolling Horizon is an alternative to the stale yearly planning sessions that keep everyone watching the clock and checking email on the sly: a year-round strategic cadence that keeps your leadership team aligned, adaptive, and accountable.

 

  • Quarterly Planning Sessions: Fast, energetic, in-person format inspired by scaled-agile program planning. In one day, you'll align on priorities, resolve conflicts, and commit to the next 90 days.
  • Monthly Check-Ins: Short, structured virtual sessions to track progress, address blockers, and keep strategy visible.

Why It Works 

Yearly planning sessions are pie-in-the-sky. You decide how it should be, set idealistic goals, and then go back to business as usual. Rolling planning is the antidote.

Common Challenge Rolling Horizon Solves It
Annual plans go stale by March. Revitalize the plan every 90 days.
Strategy meetings drift into technical weeds. Sctructured facilitation keeps focus on outcomes.
Teams lose alignment mid-year. Shared roadmap and scorecard guarantee transparent visibility.
Lack of accountability kills follow-through. Monthly rhythm builds light, consistent pressure.

 

Program Details

Format
Pricing
Expected Results

Format

• 4 × Quarterly in-person planning sessions 
• 8–10 × Monthly virtual check-ins 
• Shared rolling roadmap & metrics dashboard

Pricing

$20,000 per year ($5,000 per quarter), depending on customization and unique needs

Expected Results

• A living plan that adapts as fast as your business does 
• True cross-functional alignment and accountability 
• Clarity of focus at every level of leadership 
• A team that looks forward to planning — not away from it 

 

Client Success

"They listened to our department challenges and delivered the right approach for us."

–Director of Product Management, Fortune 500 Pet Food Brand

 

Purina PO Workshop

Rolling Horizon – Bridging the Gap Between Strategy and Delivery

Yearly planning fails because market disruption and organizational evolution don't wait to happen once a year. Maintain constant momentum.

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