Strategic Planning & Retreats

For leadership teams and boards of small to mid-size organizations that want to plan more effectively and collaborate more intentionally.

  • Leadership Training with Brittany by whiteboard

    Strategic Planning Sessions

    Turn big conversations into clear priorities, aligned goals, and actionable next steps your team will actually execute.

  • Leadership Trainer with Brittany Canaski leading a facilitated conversation

    Feedback & Facilitated Conversations

    Gain anonymous feedback from team members and navigate difficult conversations within the leadership team.

  • Custom leadership strategic retreat with Leadership Trainer Brittany Canaski

    Customized Strategic Retreats

    Elevate your leadership team's collaboration, decision-making abilities, and strategic focus with a fully customized retreat.

Why is this work important?

Only 20% of employees strongly agree that they trust their organization's leadership.

Gallup, 2024

Strategic Planning Sessions

Half-day facilitated sessions with customized itinerary to fit your leadership team's unique needs.

Ideal for leadership teams who want to turn big conversations into clear priorities, aligned goals, and actionable next steps your team will actually execute.

Potential topics:

  • Reflections and learnings from previous year or quarter

  • Mapping out annual or quarterly goals

  • Creating department-specific accountability plans

  • Prioritizing long term projects and priorities

  • Brainstorming industry opportunities and threats

  • Creating or revising company mission, vision, values

  • Discussing and planning for complex change or uncertainty

Leadership Trainer Brittany Canaski standing in front of white board with the words "Strategic Planning" on it

What Organizations Are Saying

“Our organization is unique in its structure and work, and Brittany has gone the extra mile to specifically meet our needs. The focus on strategic thinking, goal planning, conflict resolution, and delegation have helped transform our thinking as leaders. We look forward to our continued work and continuing to see our investment pay off.”

— Emily Harris, Catawba Nation Gaming Commission

Feedback and Facilitated Conversations

Gain anonymous feedback from team members and navigate difficult conversations within the leadership team.

Two or four hour facilitated sessions to guide the leaders to a decision or next steps around a request topic(s).

With an unbiased facilitator guiding the conversation, your team can have more honest discussions, navigate complexity, and reach stronger decisions.

Team Feedback Tools:

  • Team Performance Survey Results - anonymous online survey to capture opinions on specific qualities of the team.

  • Individual 360 Performance Reviews - anonymous online survey to capture opinions about specific leadership skills and qualities of each individual.

  • Team Feedback Interviews - individual interviews with team members to gain insights into what’s working and not working.

Potential topics:

  • Team dysfunctions

  • Navigating rapid growth

  • Adapting to major industry shifts

  • Clarifying roles and accountability structures

  • Building trust and cohesion at the executive level

  • Defining or evolving company culture

  • Brainstorming new or competing opportunities

What Organizations Are Saying

“She gave great depth to the discussions, showed personal vulnerability, exhibited a strong presence, and ultimately provided some easy techniques to recognize and counteract. As one member stated, "you possess a wisdom beyond your years!" Thanks Brittany!"

- Tim Pulliam, Renaissance Executive Forums

Customized Strategic Retreats

Elevate your leadership team's collaboration, decision-making abilities, and strategic focus with a fully customized retreat. These are great after a big leadership transition, as a way to re-build culture, or a way to invest in the on-going leadership development of your team.

Available as half-day or multi-day events.

Can include a custom combination of:

  • Team-Building Activities

  • Strategic Planning Sessions

  • Leadership Skills Training

  • Team Performance Survey Results

  • Individual 360 Performance Reviews

  • Team Feedback Surveys or Interviews

Leadership Trainer Brittany Canaski speaking in front of a large group

Ready to move your leadership team forward together, quicker?