Grassroots Cycle Planning

December 17, 2024 • ☕️ 5 min read

Engineering ManagementLeadershipWritten by Robots

Planning Cycles and aligning teams

Quarterly Planning Template in Figma
Quarterly Planning Template in Figma

Planning effectively is critical for engineering teams. The real challenge isn’t figuring out what to build—it’s making sure everyone understands why we’re building it.

The challenge of alignment

Each stakeholder brings unique priorities to the table:

  • Product teams want new features
  • Engineering needs technical improvements
  • Sales seeks competitive advantages
  • Support identifies customer pain points
  • Users request specific enhancements

Without structure, some voices dominate while others fade. This creates disengagement and resistance.

Why team understanding matters

The most successful planning cycles I’ve run share one crucial element: everyone understands the why. When team members grasp the reasoning behind decisions:

  • They commit more deeply to the work
  • They contribute more creative solutions
  • They communicate more effectively with stakeholders
  • They adapt better when challenges arise

Your team has the answers. The planning process should surface solutions from your team members first, not dictate them from above.

A framework that centers team voices

I’ve built a planning framework that:

  1. Captures all perspectives before forming opinions
  2. Surfaces team-generated solutions rather than top-down directives
  3. Prioritizes collaboratively using transparent criteria
  4. Creates psychological safety for dissenting opinions
  5. Ensures everyone feels heard even when their ideas aren’t selected

The magic happens in facilitated sessions where team members lead the conversation, stakeholders listen before speaking, and everyone participates in ranking priorities.

Outcomes that matter

This approach delivers tangible benefits:

  • Engineers who can explain the “why” behind their work
  • Team members who feel ownership over the direction
  • Solutions that emerge from unexpected places
  • Higher quality work through genuine buy-in
  • Resilience when priorities need to shift

The process matters more than the template. When people feel heard, they’ll support decisions even when they initially disagreed.

Try it yourself

I’ve created a Figma template with the complete process.

Discuss on Twitter · Edit this post on GitHub
Ben Church

Written by Ben Church. Like what you read? Follow me on Product Hunt or Twitter.