Defining Milestones

A Way to Celebrate Progress, Understand Setbacks and Adjust Course

The last piece of the game plan puzzle is staging the work.

Creating achievable milestones are essential to the journey. Milestones mark progress and help you define deadlines that create just enough pressure to make progress.

Too much pressure can overwhelm the team or break their momentum. Excitement and hope is the key!

Given no one knows all the steps to success, start with where you are and decide what would be possible and amazing to accomplish in 90 days.

Pressure makes diamonds quote

What would begin to address your key paradoxes and problem statement? What would best advance your purpose toward your (2-year) desired outcomes?

Agree on a mini outcome or milestone that would excite the team and bring relief, pride, and potentially something to celebrate three months from now.

Then DECIDE

Who will do

What by

When  . . . 

Keep following up on your action plan. Celebrate little wins.

Diagram of an action plan with "who what when" and two celebrating people

Pro tip: Perform a reality check. What might get in the way of progress? This critical question will help mitigate potential challenges.15

This conversation is essential. 

Teams can increase the likelihood of success by 2x just by discussing and addressing the obstacles that may lie ahead.11

[NOTE: Need a video that explains how the milestones relate to problem statements and purpose / tie it all together]

Activity | Group Brainstorm

Objective:

Draft a roadmap with key milestones that will enable 30-60-90-day sprints as well as key quarterly milestones toward our purpose.  All of this work is intended to enable clarity of how all the dots connect from our purpose, to the key objectives, to key results/outcomes, enable how we best serve our internal customer to best serve our external customers.

To agree on next steps to best sustain strategic momentum including pressure testing the roadmap with our teams

Action Planning Next Steps – where are we going from here? (What, When, Who)

Populate your game plan with an agreed upon set of quarterly milestones.

Facilitation Questions:

  • What would begin to address your key paradoxes and problem statement?
  • What would best advance your purpose toward your (2-year) desired outcomes?
  • What milestone can we agree upon 90 days from now?
  • What milestone can we reach in 30, 60, 90 or 120 days? 1 year? 2 years?
  • What potential obstacles may impede our progress? How will we overcome those obstacles.