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Ivy Leader

Ivy Leader: Leadership Development Programs for Teens

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Leadership-development programs for students that combine training at Dartmouth College* with domestic and international service-learning opportunities.
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Our Staff

Director:

Ryan Sinclair – Ivy Leader Founder and Program Director: Ryan graduated from Dartmouth College in 2002 with a BA in Environmental Science, and earned an MBA focused on leadership development from the Grenoble Graduate School of Business in 2008. He has traveled in more than 70 countries, has led multiple student programs overseas, and has been running the Ivy Leader program since 2008. Ryan has taught at Cardigan Mountain School in New Hampshire for over 20 years and believes that education outside the classroom is vital for students to become well-rounded, global citizens.

 

Trip Leaders:

Greg Shapiro – Trip Leader: Greg joined the Cardigan community in 2021. He is a graduate of Phillips Exeter Academy and the University of Massachusetts Amherst where he studied English and Political Science. At Cardigan, he is a 7th grade Humanities Teacher, JV Hockey assistant, and the Varsity Baseball Head Coach. In the classroom he hopes to inspire students to think for themselves by encouraging them to ask questions and investigate their own ideas. He believes being a good listener is critical in identifying and solving problems as well as with building connections and trust with peers. In his free time he enjoys playing hockey, golfing, going on hikes, and traveling. Greg is a firm believer that you have to learn by getting outside of your comfort zone and gaining as many perspectives as possible. Being able to understand situations from other positions, to consider other beliefs, experiences and viewpoints, gives us better understanding and greater empathy. This helps reduce bias, judgement and conflict.

 

Max Maurer – Trip Leader: Max is a teacher at Cardigan Mountain School. His love of surf and travel have taken him to many remote places around the world including China, India, Europe, Morocco and South Africa. Max has led middle school students on outdoor adventure trips from the northern Rockies down to the waves in Central America. He received his degree in Conservation Biology at St. Lawrence University, at the time working in Grand Teton and Yellowstone National Parks. “I’m excited to join the Ivy Leader program because it’s an opportunity to really get immersed with the people and place in a meaningful way.” 

 

Teboho Moeno – Trip Leader: Teboho is our “in country” Trip Leader, and has been helping to lead our program since 2014. A graduate of Howard University, Teboho is a passionate and energetic youth worker—founder of the Tsakane Youth Club, and youth counselor at Tshepo Hope Center. He is certified in wilderness therapy, and has his Wilderness Instructor certification with the National Outdoor Leadership School (N.O.LS). He’s participated in Outward Bound in South Africa, Colorado, North Carolina, and Thompson Island Outward Bound Center. Teboho is passionate about working with young people and developing future leaders, is a motivational speaker, and loves to travel. He lives with his 4 children and wife in ​South Africa. 

Summer Program: Dartmouth-South Africa

July 10-Aug 2, 2026

More details here.

Thanksgiving Week Programs: Dartmouth

Nov 23 - Dec 1, 2025
  • Middle School Program
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    Ivy Leader™, LLC
    PO Box 370
    Canaan, NH 03741

    (603) 727-2028
    rsinclair@ivyleader.com
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    *Dartmouth College is not a sponsor or co-sponsor of this program.