About
Meet Mr. Jim Dembosky
Jim Dembosky has been a part of the Waterford Graded School District since 2000. He taught math at Fox River Middle School for fourteen years until joining Trailside Elementary School as principal in 2014. While at Fox River, Mr. Dembosky also coached basketball, volleyball, and track, and served as the athletic director. Mr. Dembosky earned his undergraduate degree from the University of Wisconsin Oshkosh and his master’s degree from the University of Wisconsin La Crosse. In 2014 he graduated from Viterbo University where he received his principal licensure.
Mr. Dembosky is married and has three daughters. He enjoys spending time with his family and attending his daughters’ many activities. Golfing and home projects are two of his favorite hobbies.
Jim Dembosky
Principal, Trailside Elementary
262-514-8200 Ext. 2103
dembosky@waterford.k12.wi.us
Every Person, Every Day! We Do Our Best in Every Way!
We are kind to ourselves and others.
We always try our best.
We keep Trailside safe.
Our mission
Together, we inspire, challenge, and support every child to thrive, explore their passions, and develop their potential, paving the way for a future of endless opportunities.
awards & recognition
Wisconsin RTI Center Recognition
Bronze Level in Behavior
Our values
Clarify priorities to support teaching & learning
Ensure intentional, clear, and timely communication
Collaborate in service of each student’s learning and well-being
Build on the strengths of our community to ensure students, staff, and stakeholders feel welcomed, valued, and supported
