Most organizations plan from their problems. The most innovative ones plan from their possibilities.

What if you could shape what’s next instead of being driven by change?

You can.

Discover what’s possible with the “What If You Could?’ Strategic Workshop - Strategic Direction Work for Organizations Ready to Build What’s Next.

Participants leave with a Strategic Direction Brief encapsulating three to five aspirations written in their voices, ready to guide immediate next steps and longer range planning.

Designed for Board and Leadership Retreats, and teams that want to make sense of change, align around what works, and move forward with more confidence.

When unexpected and unwanted change happens, most strategy is rushed to fix what’s wrong. As an experienced Strategic Facilitation Consultant, I help organizations clarify their strategic direction by bringing together what’s changing, what’s strong, and what’s possible—because focusing on problems alone creates an incomplete picture—and obscures opportunities.

Move toward a future you want for the organization, not only one you want to avoid.

Facilitating conversations that help your team move forward with clarity, confidence, and collective energy doesn’t happen by accident.

  • The “What If You Could?” Workshop is a carefully designed conversation that bridges strategy and culture where many voices shape direction.

  • It does not ignore challenges and weaknesses; it uses a proven approach to reframing them into possibilities in today’s dynamic environment.

  • It’s a facilitated experience that generates new thinking by surfacing strengths, builds shared understanding, and leads to coordinated action toward desired results and outcomes.

The “What If You Could?” Workshop is ideal for organizations experiencing changes that are leaving leaders and teams feeling stuck or overwhelmed in:

  • Small to Mid-sized Companies

  • Nonprofit Organizations

  • Social Service and Community Action Agencies

Select What Will Best Fit Your Needs:

  • Leadership or Board Retreats

  • Employee Engagement or Annual Off-sites

  • Full Day Session: $7,500 or Half-Day Sessions: $5,000

What to Expect:

The “What If You Could?” Workshops is a custom-designed experience that includes, but is not limited to, the following:

  • Discovery Conversation — to understand your context, desired outcomes, and challenges

  • Environmental Scan — a guided look at what's shifting around your organization

  • Stakeholder Interviews — five external voices with a stake in your success

  • Employee Input — interviews with participants before the workshop

  • Custom-designed, Fully Facilitated Workshop — for up to 30 people

  • Strategic Direction Brief — your aspirations, your voice, your foundation

Why It Works

It’s commonly accepted that most strategy fails, in part because more time and energy is spent on finding solutions to existing problems, rather than discovering new possibilities and opportunities.

When people are engaged in conversations that focus on what’s working, it activates their best thinking, allowing them to plan better for remaining relevant and resilient in an environment of constant change.

Ready to Build What’s Next?

Let’s work together to help your team envision possibilities and respond to change with intention rather than reaction.

Schedule a Discovery Call


Need a full Strategic Plan?

For organizations that require a full strategic plan, I offer extended strategic planning services that build directly from the "What If You Could?" Workshop foundation that translates their Strategic Direction Brief into multi-year goals, objectives, and key results.

Let’s Talk!

“Working with Kelly Stewart from The Positive Business has been a transformative experience. She has an ability to bring clarity and focus to complex ideas. Her approach has empowered our organization with a clear, forward-thinking framework that we will continue to build upon for years to come.”
— Michelle Stiner, Exec. Dir. Central Pennsylvania Community Action Inc.