When unexpected and unwanted change happens, most organizations react to survive it.

What if you could shape what happens 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 the organization's own voice, ready to guide planning for the next three to five years.

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, Kelly helps 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 diagnostic workshop-style setting that bridges strategy and culture where many voices shape direction.

  • It does not ignore challenges and weaknesses; it’s 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 shifting priorities, growth, or funding 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

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 or survey, depending on organization size

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

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

Why It Works

Between 60-90% of strategy fails, in part because more time and energy is spent on finding solutions to existing problems, rather than first suspending solutions to discover new possibilities and opportunities.

When people are engaged in conversations that focus on organizational strengths, achievements, assets, and aspirations, 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 diagnose possibilities and respond to change with intention rather than reaction.

Schedule a Discovery Call


Need More Than A Workshop?

For organizations that require a full strategic plan, Kelly offers extended strategic planning services that build directly from the "What If You Could?" Workshop foundation. Many clients move from the workshop into a planning process that translates their Strategic Direction Document into multi-year goals, priorities, and accountability structures.

Interested in the full planning process?

Let’s Talk!


Working with Kelly Stewart from The Positive Business has been a transformative experience. I am truly a much stronger strategic thinker because of her guidance and expertise. She has an ability to bring clarity and focus to complex ideas. I especially value how she helped us build on our strengths. What I appreciate most is that she doesn’t just help you envision the future, she equips you with actionable steps to document, implement, and measure your initiatives and goals. 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, Executive Dir. Central Pennsylvania Community Action Inc.
With her inclusive approach, Kelly made sure that [everyone] had a voice in the planning process. Not surprisingly, the well-organized retreat was highly attended allowing for lots of conversation among board members and staff, out of the box thinking, and goal setting reflective of the organization’s successful past and ambitious future.
— Dr. Tobi Bruhn, CFRE Former Vice President, Advancement | Executive Director, Foundation & Alumni Relations Bucks County Community College