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Associates: Text
Associates: List

Rudy Massimo, B.A., M.A.


In his role as president and founder of Rudy Massimo and Associates, Rudy brings over thirty years of experience working as a senior executive in business, education and non-profit sectors. Rudy has a a BA from Concordia University, and an Executive MA In Leadership from the University of Guelph. Rudy has exceptional strengths in external relations, leadership, philanthropy, and educational administration. Rudy leads by example, combining professional knowledge and skill with a vivid sense of fun and adventure. With a wealth of international experience, Rudy will help support you and your team in developing your own strong network of international relations. Rudy is a passionate advocate for authentic, team-and value-based leadership - and he is ready to lead you down your own path of success.

Associates: About

Karen Diaz, B.Ed., M.Ed.

Education and Leadership Consultant

With over thirty years of experience, Karen is an accomplished leadership facilitator, consultant and seasoned lecturer. Using a diverse people-centered approach, Karen is highly effective at creating cultures within teams and organizations that are built on effective communication, integrity, mutual trust, respect and collaboration. Karen specializes in gender equality, diversity and inclusion and is passionate about conscious leadership which fosters value-driven organizations and empowers people to thrive. Karen has worked in countries all over the world, designing and delivering tailored programs to create lasting growth.

Associates: About

Dr. Keith Christopher Hampson, M.A., Ph.D.

Senior Education and Technology Integration Consultant

Dr. Keith Christopher Hampson is a leader in the field of digital higher education. As the Co-Founder of, Dr. Hampson and his team provide strategic consulting and industry analysis for institutions and organizations competing in online higher education; as well as providing corporate development and training to vendors, government, associations and non-profit organizations. Dr. Hampson has successfully supported organizations around the world in transitioning towards an entirely online platform and provided them with an in-depth understanding of the ways in which technology can help their organizations expand and thrive.

Associates: About

Janice Holly Booth, B.A., M.A.

Senior Leadership Consultant

Janice Holly Booth is the founder and CEO (Chief Experience Officer) of the Teambuilding KIT. With more than two decades at the helm of three national non-profits and a Master's Degree in Leadership, Janice has vast experience in leading and growing effective teams.  Her KIT programs were developed in collaboration with an organizational psychologist and are revered for their effectiveness and simplicity. From big companies to small groups, her KIT programs help people become better at the one thing they rely on most: communication. Janice is also a sought-after international speaker on the topics of personal leadership, building resilience and becoming brave.  She is also an avid solo adventure traveler and a National Geographic author. Her true crime novel “A Voice Out of Nowhere” is an Amazon #1 bestseller.

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Associates: About

Susan Hazell, B.A., B.Ed, C.F.R.E

Philanthropy and Educational Consultant

Susan has over 40 years of experience in independent school education.  She has worked in boarding and day schools, single sex and coed schools in urban, suburban and rural locations in Ontario and British Columbia.  Her professional work has spanned a wide spectrum of roles in education from teacher, coach, housemaster, admissions, advancement and senior administration, working with boards, foundations and school associations.  Her experience includes residential life development and curriculum, student life, annual giving programs, major campaigns, and alumni and parent relations. She has consulted both within Canada and the United States to deans of students, advancement professionals and residential life teams.

Associates: About

Darlene Norris, B.A.

Philanthropy Consultant

Darlene Norris is a self-motivated, goal-oriented, development professional with over 22 years of experience and proficiency working with high net-worth individuals/families and Fortune 500 corporations. Consistently recognized for performance excellence and a strong track record of managing donor relationships and identifying new opportunities to increase fundraising support.  A persuasive and engagement focused relationship builder who is able to reach individuals and groups from diverse backgrounds and all organizational levels.

Associates: About

Barry Forward, BA., C.E.C.

Executive Career and Leadership Coach

With a dynamic background that includes experiences in marketing, communications, and broadcasting amongst other things - Barry offers a unique approach to leadership development and executive coaching. As a Certified Executive Coach, Barry can assist you and your organization with career management and leadership, resource and network optimization, personal and professional branding - any and all other elements necessary to conduct effective career marketing and growth.

Associates: About

Chuck Lawrence, B.A., M.A.

Education and Leadership Consultant

After 17 years as a police officer in Toronto and 12 years instructing at the Ontario Police College, Chuck retired in 2010 to become a Professor at Sheridan College. He volunteers with Scouts Canada, receiving Scouts Canada’s highest award, the Silver Wolf. Chuck holds a Bachelor of Arts in Criminology, a Certificate in Public Administration, and a Diploma in Adult Education. Upon receiving his Master of Arts in Leadership from the University of Guelph, Chuck was awarded the Distinguished Graduate Research Award. Combining his unique background and wealth of knowledge, Chuck shares his dynamic approach to conflict resolution, strategic planning, and educational development with his client

Associates: About

Ugette Vanderpost, B.A., B.Ed.

Education and Leadership Consultant

As a lifelong educator and leader, Ugette has built a strong and dynamic range of leadership development skills. During her tenor as the Head of School at Kawartha Montessori School, Ugette developed exceptional skills in communications, engagement, and strategic problem solving, focusing on the growth of schools and outdoor education.  Ugette is currently completing her Master of Arts in Leadership through Royal Roads University.

Associates: About

Jalynn Bosley, B.Ed.

Executive Director, ALIVE Outdoors

Over the last few decades, as the owner of ALIVE Outdoors, Jalynn has had the privilege of nurturing strong relationships with many students, educators, administrators, parents and ALIVE instructors. She believes that your life is the result of your level of self-awareness, and if you are conscious enough you can feel when you are, or are not on a path that is right for you. She does not believe that there is only one path for each of us to follow. Jalynn uses her diverse skillset in experiential program development to help guide schools through their individualized process of building intentional, customized experiential programming that aligns with their own vision and strategic plan. She actively consults with schools on program development, risk management and scope and sequence planning both nationally and internationally. She has a B.Ed. and is a Certified Applied Positive Psychology practitioner through the Flourishing Center. The knowledge she gained through this Certification not only allowed her to enrich her own life, but has allowed her to expand the workshops that ALIVE offers and deepen her facilitation skills.

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