Triple Crown Leadership

Triple Crown Leadership


Gregg Vanourek is a high-impact leadership developer, changemaker, and award-winning author training and speaking internationally on leadership, entrepreneurship, and life design. He runs Gregg Vanourek LLC, a leadership development venture focused on leading self, leading others, and leading change. He provides interactive learning and development workshops and professional development programs that allow leaders and entrepreneurs (and aspiring ones) to develop further self-awareness, reconnect with their purpose, values, and aspirations, clarify their aims, build an engaged culture, align the team or organization for high performance, and lead change. These offers are based on his extensive experience with corporations, startups, social enterprises, and nonprofits; research on high-performing organizations worldwide; and interviews with more than a hundred dynamic executives and entrepreneurs around the world.

Join the quest for personal and professional excellence: good life + good work.

Training Methods. Workshops, programs, and seminars employ assessments, cases, role playing, dialogue, reflection, experiential learning, and peer feedback.

• Companies, conscious businesses, and social enterprises
• Startups, incubators, and accelerators
• Colleges, universities, and executive education programs
• Nonprofits, associations, and foundations

Duration. I customize programs to suit your needs, whether that means an introductory session, a deep-dive training, or ongoing development programs with follow-on coaching. Workshops can be half-day, one-day, two-day, three-day, or an extended workshop, with a launch, meetings over a period of weeks or months, and a finale.


  • Boost performance and impact while increasing engagement
  • Smart career development and proven tools for testing new options or validating your current path
  • Enhance well-being and thrive in all your chosen contexts (professional and personal)
  • Grow as a leader, entrepreneur, professional, and/or person
  • Clear sense of your purpose, values, and aspirations, along with the opportunity to realize them in the world
  • Increased confidence in yourself and your capacity to handle conflict and challenges
  • Overcome burnout, with freedom from the stress and anxiety of perpetual busyness and endless striving
  • Transformation in the way you look at how to integrate your life and work with passion and purpose
  • A sense of accomplishment as you take back your life and grow in your professional capacities

Tools. My programs include actionable tools that have been vetted over the years with executives, entrepreneurs, managers, and teams. Examples include: 360-Degree Review Process, Alignment Scorecard, Career Change Worksheet, Culture-Building Action Plan, Culture Pain Points, Ethical Derailers, Governance Best Practices (for boards), Innovation Derailers, Innovation Practices Assessment, Leadership Derailers, Life Map, Organizational Culture Assessment, Passion Sparks, Personal Values Exercise, Purpose Worksheet, Strengths, Traps Test (Traps of Living and Leading), Triple Crown Leadership Scorecard, Vision of the Good Life

Workshop Topics:

Designing Your Life & Work. Here you learn how to apply the tools and methods of design thinking and entrepreneurship to life and work choices and transitions. This is the place where entrepreneurship meets the good life. We help you identify your aspirations, strengths, and values and show you how to move forward regardless of where you are. Armed with a designer’s toolkit, you will be able to test, iterate, and improve crucial aspects of your work and mindset. This workshop will give you a stronger foundation to ground your choices, feedback from a community of fellow seekers, and inspiration and tools for the path ahead. Don’t just live. Don’t sit around waiting. Don’t follow the crowd. Look within. Dig deep. Come alive. Start. Build. Design your entrepreneurial life and craft a life that matters. The program includes active learning, live cases, dialogue, reflection, and exercises. Skills developed:
• Applying the tools of design thinking to your own life & work
• Debunking dysfunctional beliefs about careers
• Developing and running probes of career options
• Identifying your strengths, passions, values, and purpose
• Developing your vision of the good life
• Leading yourself and avoiding common traps

Who should attend: Emerging and existing leaders and changemakers, those thinking about their next steps (people in transition, confused job seekers, creative masterminds).

Leadership speakers, Bob Vanourek and Gregg Vanourek speak on Triple Crown Leadership.

Triple Crown Leadership: Excellent, Ethical, Enduring. What kind of leadership does it take to build an organization that achieves exceptional results, operates with integrity, and endures over the long haul? Learn advanced leadership practices for generating sustainable high performanace—based on our experience, research, and interviews worldwide. The workshop includes active learning, live cases, dialogue, reflection, and exercises. Skills developed:
• Determining the aims of the organization
• Designing an excellent, ethical, and sustainable organization
• Recruiting, developing, rewarding, and onboarding people effectively
• Setting the purpose, values, and vision for the venture
• Adapting your leadership approach to the situation
• Building an engaged culture
• Aligning the organization/team for peak performance
• Avoiding breakdowns and managing change or crises
• Leading self

Who should attend: Managers, executives, and entrepreneurs (existing or aspiring).

Entrepreneurial Leadership. “Those who say it cannot be done should not interrupt the people doing it” (Chinese proverb). Startup founders and innovative “intrapreneurs” seek to launch their ventures and create high performance and impact. The workshop develops your capacity for effectively leading innovative new ventures, as an entrepreneur (e.g., founder) or intrapreneur (managing innovation). The program includes active learning, live cases, dialogue, reflection, and exercises. Skills developed:
• Leading startups and innovative projects
• Determining the aims of the venture
• Ethical and sustainable leadership
• Recruiting, developing, rewarding, and onboarding people
• Setting the purpose, values, and vision for the venture
• Adapting your leadership approach to the situation
• Building an engaged culture
• Aligning the organization/team for peak performance
• Avoiding breakdowns and managing change or crises
• Deploying lean startup innovation methods
• Leading self

Who should attend: Entrepreneurs and intrapreneurs (existing and aspiring).

Good Life & Good Work. What does it mean to lead a good life and do good work? This workshop covers what has been said and written across the ages, including insights from different fields (e.g., psychology, philosophy, design, leadership), ancient wisdom, and current research. The workshop includes active learning, live cases, dialogue, reflection, and exercises. Topics include:
• Purpose, values, strengths, and passions
• Good life research and frameworks
• Vision of the good life
• Building healthy support systems
• Service
• Renewal and reinvention
• Leading self
• Common traps of living and leading

Who should attend: All who yearn for the good life, and those thinking about their next steps or working on transitions.

Ethical and Sustainable Leadership for Social Impact. Too many people drift away from what they value most. Too many work in organizations that fail to live up to their values and aspirations. Too many leaders get caught up in the game and compromise their values under pressure. At our best, we live by our values and build a culture of character and high performance. The workshop includes active learning, live cases, dialogue, reflection, and exercises. Topics include:
• High performance
• Values, ethics, and values-based leadership; avoiding ethical derailers
• Sustainability and long-term thinking; conscious leadership for positive impact

Ideation—Developing and Evaluating Innovative Venture Ideas. Learn advanced ideation techniques—how to generate original ideas for innovative and impactful startup ventures and new products and services. Go beyond brainstorming and learn how to generate, develop, and pitch innovative ideas, and recognize potential risks and biases when evaluating them. A fun, high-energy, and high-impact workshop that includes active learning, live cases, dialogue, reflection, and exercises. Topics include:
• Innovation frameworks
• Where good ideas come from and how to get ideas (beyond brainstorming)
• Idea evaluation (and mitigating cognitive biases)
• Lean startup innovation methods, customer development, and business modeing
• Building an innovation culture
• Pitching and presenting new venture ideas

Who should attend: Entrepreneurs, intrapreneurs, and changemakers (existing and aspiring).

Shorter Workshops and Programs:
* Conscious Leadership and Self-Care for Changemakers; Discovering Your Personal and Organizational Purpose; Discovering Your Values; Discovering Your Vision of the Good Life


“Working with Gregg was an absolute pleasure from initial preparation to execution. His approach was one of co-creation—making sure that he addressed exactly what our team needed, and it made my life so easy knowing I could customize our workshop by tapping into his wealth of knowledge across numerous topics related to entrepreneurship, leadership and transformation. When the day started, I was immediately impressed with his preparation—he had done research on each of our participants beforehand, so the day felt personalized from the first minute. And during the presentation I appreciated how deftly Gregg presented deep and powerful lessons in a variety of styles—from playful to reflective—to make sure that he reached each participant in different ways so that every single person walked away with new knowledge and inspiration.” –Alex Budak, Changemaker in Residence at UC-Berkeley Haas; cofounder, Start Some Good; former Country Manager, Reach for Change, Sweden

“When Gregg Vanourek facilitated an advanced leadership program here at El Pomar Foundation, I was impressed with his professionalism and his ability to connect with our team. By coordinating with us in advance, Gregg delivered an engaging and inspiring program designed to give our staff tangible actions to develop both personally and professionally. Powerful content, powerful presenter.” –Gary Butterworth, Senior Vice President, Programs, El Pomar Foundation

“Gregg always delivers inspirational and impactful content. Whether an audience of 14 people in an interactive workshop or 100 students in an evening lecture, he always manages to engage, enthuse, and energize in a truly unique manner.” –Maria Malmrud, Education and Training Manager, Stockholm School of Entrepreneurship

“I think this workshop is excellent; an eye-opener. Surpassed my expectations.” –workshop participant

“Could not have asked for a better person to lead this workshop: great interaction, safe and very relaxed atmosphere, etc. BEST WORKSHOP I have ever attended.” –workshop participant

“This workshop should be part of every university program.” –workshop participant

“The atmosphere was amazing.” –workshop participant

“Excellent facilitator who managed to create an atmosphere of sharing, honesty, reflection among a group of very inspiring participants. It was way above expectations.” –workshop participant

“I liked that Gregg generously offered his deep knowledge and expertise on a complex topic such as leadership in a simple, easy to remember and beautiful way.” –workshop participant

“I loved the workshop. I enjoyed every second of it.” –workshop participant

“Simply excellent in all areas.” –workshop participant

“Great workshop with an amazing speaker.” –workshop participant

“Perfection is the word to describe the workshop.” –workshop participant

“This workshop was extraordinary. Gregg integrates well both the principles… and the real practice in the real firm. Also, participants were encouraged to speak up, share their thoughts, and I knew that everyone was really focused and listened to others’ comments.” –workshop participant