The Wilderness Education Association (WEA) helps people enjoy and protect the nation's most precious resource: the wilderness areas. The WEA has been training and certifying outdoor leaders around the world for nearly 30 years, teaching students safely and effectively to lead groups in the outdoors without harming the environment. This document presents the WEA's 2008 & 2009 National Conference on Outdoor Leadership Proceedings. The 2008 Conference Proceedings includes the following papers: (1) Sea Kayak Navigation I & II (John Borton); (2) Winter Backpacking on the Appalachian Trail (Dale DeVoe); (3) The Role of Ritual in Wilderness Leadership Training (Jack Drury); and (4) Adventure Education in Taiwan's Higher Education: Team Power and Adventure Learning Programs (Ru-Syuan Hsiao, Chih-lin Wong, Yun Chang, Chuan-Hui Sun, and Syuan-Ci Ding). The 2009 Conference Proceedings includes the following papers: (1) Benefits and Strategies for Facilitating Solitary Reflection on W.E.A. Courses (Andrew J. Bobilya, Kenneth R. Kalisch, Brad Daniel, and Betsy Lindley); (2) Lessons from the Outward Bound Solo: Intended Transfer of Learning (Andrew J. Bobilya, Brad Daniel, Kenneth R. Kalisch, and Betsy Lindley); (3) Professional Development in Outdoor Leadership: A Study Investigating the Certifications, Experiences and Competencies of Wilderness Education Association Graduates (Rachel Collins); (4) Collaboration--To Infinity and Beyond: The Pixar Model (Jack K Drury); (5) Step Back in Time--A Fireside Chat with Paul Petzoldt (Jack K Drury); (6) So, You Want to be an Outdoor Leader--Now What? (Hugh Gibson, Jerel Cowan, Mary Williams, and Joel Meier); (7) Wilderness in the Northern Rockies: An Analysis of the Northern Rockies Ecosystem Protection Act (Brett Haverstick); (8) Aldo Leopold's Land Ethic: Fostering Sincere Care for the Outdoors (Ginelle Heller and Ben Speicher); (9) Lets Get Wet: Service Learning on the Water with the Warren County Blueways (Steve Spencer and Tammie L. Stenger-Ramsey); (10) Sustaining Expertise and Leadership in the Outdoors (Mark Tozer); and (11) Emergent Group Development (Jackson Wilson). Individual papers contain figures and references.