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Dickinson named new principal of Lake Oswego High School

District also announces that Sara Deboy will take the helm July 1 at Lake Oswego Junior High


Lake Oswego High School and Lake Oswego Junior High have new principals, and both are familiar faces in the district.

Rollin Dickinson, currently the assistant principal at Lakeridge High School, was chosen Monday to succeed Cindy Schubert at LOHS. Schubert announced last week that she will be retiring at the end of the school year, effective July 1; Dickinson will start his new role on the same day.

Last week, the district also announced that Sara Deboy will be Lake Oswego Junior High School’s new principal. Deboy, who currently serves as principal of Hallinan Elementary School, will begin her new job on July 1. She replaces Robert Caplinger, who is relocating to Arizona to be closer to family and to be principal of a Phoenix-area K-8 school.

Both Deboy and Dickinson have served with the district since 2007.

Rollin Dickinson

DICKINSONLakeridge High School Principal Jenn Schiele said she will be sad to see Dickinson go, but she is also "excited for him and his new journey."

“I have always been impressed with his strong communication skills, his ability to articulate what matters most, and his commitment to doing whatever it takes to help each and every student succeed," Schiele said. "He will be an excellent principal at LOHS and I look forward to the opportunity we will have to continue working together at our two exceptional high schools!"

Dickinson joined the staff at Lakeridge as an English teacher before becoming the chairman of the English department, a title he held for three years. The 36-year-old married father of three was named Lakeridge’s assistant principal in 2013.He says he's looking forward to his new role at LOHS.

"LOHS is a school full of strong leaders — on the administrative team, the staff, and in the student body," he said. "Part of my charge will be to nurture and spread that culture of leadership, that shared responsibility for what a high-quality education can be and what we can become and create together."

He decided to apply because the district's superintendent invited him to do so.

"It was a big decision, an emotional decision, and it took some courage and an adventurous spirit," Dickinson said.

A Phi Beta Kappa graduate, Dickinson — now a West Linn resident — also played third base on the baseball team and studied English at Pomona College in Southern California. He then earned his master’s degree in teaching from the University of North Carolina at Chapel Hill.

“Rollin’s familiarity with the district and the LOHS community will be of significant advantage as he takes on his new role at Lake Oswego High School,” according to a statement from the district. “He has working relationships already in place with a number of staff members at LOHS, and met with all academic department chairs in recent days. His proven track record of success at LHS will provide for an ease of transition at LOHS, a school whose unique qualities he knows and admires.”

LOSD Superintendent Heather Beck said Dickinson has proven himself to be an “immensely talented and skilled school administrator” in a relatively short time period.

“Highly intelligent, knowledgeable and personable, he addresses complex problems with a measured and inclusive approach that inspires mutually respectful relationships,” Beck said. “His ease as an effective communicator, his demonstration of the key attributes of successful leadership, and his understanding of curriculum and instruction will well-serve the LOHS community, and will perpetuate the legacy of success that is embedded in the culture of our high schools.”

Sara Deboy

DEBOY"I feel very honored to be moving into a new role as LOJ's principal, and I am thankful to continue my professional journey in our district and community," Deboy told The Review last week. "It is a fantastic opportunity and I am excited to learn and grow in such a positive environment. Dr. Caplinger has done a tremendous job and I have so much respect for him as a leader and colleague. I have been able to meet with some of the staff and students, and they have all been so warm and welcoming."

Before moving to Hallinan, Deboy served as the principal of Lake Grove Elementary School from 2007-2012. She worked as a teacher and then a reading specialist in the Beaverton School District for nine years prior to that.

"The most exciting aspect is that I am going to be a part of the magical middle school experience," Deboy said. "It is such a unique moment in time and I love that I will be a part of a staff that enjoys that! I am also looking forward to learning more about curriculum, instruction and assessment at this level; that is one of my passions, and it's something that I can't wait to see in action."

{img:108837}A committee of LOJ teachers, staff, parents and district administrators helped select Deboy for her new position.

"Sara impressed the committee with her knowledge and expertise in curriculum and instruction,” Beck told The Review. “She also possesses great personal warmth, contagious enthusiasm for her work and an open approachability that fosters the strong relationships that sustain great school communities. We are looking forward to introducing Sara to the great school community at LOJ.”

Deboy earned her Doctor of Education in reading comprehension/equity studies from the University of Oregon. She earned her master’s in educational leadership and administration from the University of Portland, where she is also an adjunct professor. At UP, she leads a master's-level course for student teachers that focuses on professional growth, goal setting, transfer of theory to practice, communication and collaboration.

The Aloha High School graduate also has earned two bachelor’s degrees, one in writing at the University of Puget Sound and one in elementary education at Western Oregon University.

“She is a student-centered leader with a history of creating collaborative environments for staff, parents and students that support the best instructional practices in a warm and welcoming school environment,” according to an announcement from the district.

Deboy — a 42-year-old Southeast Portland resident and mother of three boys, ages 9, 11 and 13 — said there's a lot she will miss at Hallinan.

"My experience at Hallinan has been so incredibly positive, and my staff has taught me the power of what can be achieved when highly skilled professionals share common goals for students; the potential for growth is limitless," Deboy said. "Above all, I will miss the people. No matter how my day starts, I can't help but feel happy when I pull into our parking lot. There is a beautiful balance at Hallinan that is so rarely achieved in a school."

Deboy added that "We are relentless about pushing ourselves to create the perfect learning environment that is creative, engaging and rigorous. At the same time, we have so much fun together! It has been a joy to call Hallinan home for the last four years."

Her position at Hallinan "will be filled through a rigorous hiring process" and will be posted soon, Beck said.

Westridge Elementary School Principal Tin Kha will be leaving his position at the end of the year to seek other educational opportunities. That position is expected to be filled soon. The Review announced Kha and Caplinger’s career decisions in February. On Thursday, Caplinger said he’s excited about his successor.

“Sara and I are very good friends and completed the same UO doctoral program,” he said. “Leaving a building and staff that you love is very difficult, but it is just a little more comforting when you are leaving them to a person you have complete faith in and know so well.”

But Caplinger said he will carry many warm memories with him, wherever he goes.

“It has been wonderful,” Caplinger said. “I have learned so much and prepared myself for the future. I have made wonderful friendships and I am excited for the future because of my experiences in LOSD. I thank the LOJ and LHS staffs for making my 11 years in LOSD amazing.”

Contact Jillian Daley at 503-636-1281 ext. 109 or This email address is being protected from spambots. You need JavaScript enabled to view it..