Chris and Anna Kittredge, founders of Legacy Learning, LLC, bring over 20 years of experience in researching and implementing educational resources and human-development practices. Guided by a deep passion for serving others, they are dedicated to helping people find meaningful solutions to life’s challenges and frustrations. Through Legacy Learning, Chris and Anna strive to create lasting connections—linking ideas, people, and hope—through their tutoring, coaching, courses, and events designed to inspire growth and transformation.
Founders of Legacy Learning
Anna Kittredge is a passionate educator and coach dedicated to inspiring growth, connection, and lifelong learning. With dual certifications in English Language Arts and Family and Consumer Sciences, she brings a unique blend of academic rigor and real-world relevance to her work.
Anna holds a Bachelor of Science in Child and Adolescent Development and a Master of Education in Cross-Cultural Teaching, grounding her approach in both developmental understanding and cultural awareness. Over the past 28 years, including 22 years in secondary classrooms, she has guided countless students and educators toward greater confidence, curiosity, and purpose.
In addition to her classroom experience, Anna became certified as a Life Coach, Relationship Coach, and Cognitive Behavior Theory Coach between 2020 and 2021, expanding her ability to support personal and professional transformation. Since 2003, she has also served as a curriculum specialist, designing and leading professional development programs that empower educators to innovate and thrive.
Anna believes that lifelong learning brings meaning and purpose to daily existence—and that it can be fun. Her work reflects a deep commitment to helping others discover joy, growth, and fulfillment through education and self-discovery.
Meet Anna
Meet Chris
Chris Kittredge is a dedicated educator, engineer, and Navy veteran who brings over 20 years of experience in engineering, instruction, and leadership to his work. With a Bachelor of Science in Nuclear Engineering Technology and a Master of Business Administration specializing in Entrepreneurship, Chris combines technical expertise with strategic insight to create meaningful learning experiences.
Throughout his career, Chris has developed curriculum for both the U.S. Navy and the Nuclear Power industry, ensuring that complex concepts are accessible, engaging, and applicable. His experience spans classroom instruction, on-the-job training, and professional development programs, where he has guided learners and professionals alike toward mastery and confidence.
As an educational consultant for the Navy, Chris played a key role in shaping training initiatives that strengthened both individual performance and organizational success.
Driven by the belief that everyone has the capacity to learn and thrive when given the right opportunities and support, Chris is committed to fostering environments where curiosity, growth, and achievement flourish.
What Sets Us Apart
People-First Approach
Everything we do is built around understanding your needs and helping you succeed.
Power Team
We each have strengths that compliment each other’s experience. Together, we create the best possible outcomes.
Proven Process, Flexible Execution
We bring structure where it counts and adaptability where it matters. Our methods are clear, but always responsive.