Richard Clegg
Serving nonprofit organizations throughout the Greater Chicago area, the Midwest, and across the country
Helping Nonprofit Leaders Navigate Complexity with Clarity & Confidence
Nonprofit organizations today face increasing complexity, rising expectations, and constant change. Success requires more than good intentions—it requires clear strategy, effective governance, strong leadership, and the ability to adapt.
For more than 45 years, I have worked alongside nonprofit organizations as an executive leader, board volunteer, facilitator, consultant, and change agent. Through those experiences, I have learned that successful organizations rarely need more information—they need greater clarity. I serve as a trusted thinking partner to nonprofit leaders, helping boards and executive teams navigate complex challenges, make confident decisions, and strengthen their impact.
I have supported hundreds of organizations across diverse missions, sizes, and communities. Whether addressing strategic priorities, governance challenges, leadership transitions, or organizational change, I help leaders think critically about their future, align around shared goals, and move forward with purpose.
As part of DBD Group, I collaborate with a team of more than 43 experienced nonprofit professionals who share a commitment to helping nonprofits and faith-based organizations strengthen their capacity, amplify their impact, and realize their vision for the future.
Who I Work With
I partner with nonprofit organizations that are committed to strengthening leadership, improving governance, and increasing community impact, including:
Community-Based Nonprofits
Human Service Organizations
YMCAs, JCCs, Boys and Girls Clubs, Scouting Organizations
Faith-Based Organizations
Foundations
Educational Organizations
Associations and Membership Organizations
What You Can Expect
Organizations that work with me can expect a collaborative and practical approach grounded in experience and focused on results.
Clarity—Helping leaders make sense of complexity and focus on what matters most.
Alignment—Building shared understanding and commitment among boards, staff, and stakeholders.
Engagement—Creating processes that encourage participation, ownership, and meaningful dialogue.
Action—Translating ideas into practical strategies, decisions, and measurable outcomes.
Confidence—Equipping leaders with the insight and direction needed to move forward successfully.
Consulting Services
Strategic Planning
Helping nonprofit organizations clarify priorities, align stakeholders, and create actionable strategies for lasting impact.
Board Development & Governance
Helping nonprofit boards strengthen governance, enhance effectiveness, and provide the strategic leadership needed to advance their mission and impact.
CEO-
Executive Director Search
Helping nonprofit boards identify, recruit, and successfully transition exceptional leaders who can advance their mission and vision.
Retreat & Meeting Facilitation
Designing and facilitating engaging retreats, workshops, and leadership gatherings that build alignment, encourage collaboration, and drive meaningful results.
Let’s Start the Conversation
Share a few details about your organization and goals, and I'll provide thoughtful recommendations for how we can work together.