Chris Wheedleton

Consultant

About Chris

Chris Wheedleton is a seasoned strategist and leader with more than three decades of experience guiding organizations through growth, change, and transformation. His career bridges the worlds of global corporations, higher education, and mission-driven nonprofits — giving him a unique perspective on how to align strategy, people, and resources to deliver bold results.

At Rivers & Roads Consulting, Chris has continued his long-standing client partnerships while leading new initiatives across the nonprofit and education sectors. His recent work includes strategic planning for human services organizations, capacity-building partnerships with workforce innovators, and organizational support for emerging nonprofits. Whether working with established institutions or start-ups, Chris’s role is consistent: collaborate deeply, identify the greatest needs and opportunities, and design strategies that position organizations for long-term success.

Earlier in his career, Chris served in senior leadership roles with Fortune 500 companies, large-scale education enterprises, and philanthropic foundations. Among his proudest achievements was leading a decade-long effort to launch 56 charter schools and local boards across the country, an initiative that brought more than $40 million in private investment into public education and created better learning environments for thousands of students and their families.

Chris brings to every client engagement a blend of strategic planning, organizational development, and fundraising expertise, combined with a deep commitment to stakeholder engagement and community impact. Known for his ability to move seamlessly between boardrooms, classrooms, and community forums, Chris helps leaders build clarity, confidence, and momentum.

Industries of Focus

  • Nonprofits & Human Services
  • Education & Workforce Development
  • Government & Public Sector
  • Healthcare & Public Health
  • Economic & Community Development
  • Philanthropy & Foundations

Services of Focus

  • Leadership & Capacity Building
  • Governance & Board Development
  • Strategy & Planning
  • Workforce & Talent Development
  • Change Management
  • Stakeholder Engagement & Facilitation
  • Resource Development & Fundraising Strategy
  • Association & Nonprofit Management

Previous Experience

  • PepsiCo, Executive General Manager
  • EdisonLearning, Senior Vice President
  • University of Maryland Global Campus, SVP, Corporate and Community Partnerships
  • Stand Together Foundation, Chief Program Officer
  • Skill Gap Partnerships, Founder/Consultant
  • Adjunct Faculty, University of Delaware

Education

  • B.S., Education – Penn State University
  • MBA – Johns Hopkins University
  • Six Sigma Master Black Belt – University of Minnesota

Boards & Civic Leadership

Current

  • School Board Member, Dorchester County Board of Education
  • Board Member, Dorchester Education Foundation

Past

  • Founding Board Member, 17 new Charter Schools in 14 states

Speaking & Publications

Chris is a frequent speaker and trainer at national and local conferences, with a focus on education and workforce development. He has developed customized training programs for industries including education, agriculture, healthcare, veterans services, and organizations serving adults and children with disabilities and special needs.