Winnetka Voices: A Podcast from the Winnetka Public Schools

In this summer bonus episode, Dr. Kelly Tess, Superintendent, introduces Ms. Anna Trilla, who is the new Principal at Crow Island School as of July 1, 2025. Ms. Trilla shares why she pursued a career in public education (fun fact: she had a brief stint studying meteorology at the University of Illinois prior to shifting to education). Ms. Trilla reflects on how experience gleaned in leadership roles at Walt Disney Magnet School provided her with the groundwork to serve as the next Principal at Winnetka’s historic Crow Island School.

Dr. Kelly Tess, Superintendent, interviews The Skokie School students Andrew, Anya, and Sawyer about the middle school experience in 2025. This candid conversation ranges from what students wish adults understood about today's tweens, strategies to manage busy schedules and homework, how personal technology impacts communication (i.e. it is apparently no longer socially acceptable to ring a friend's doorbell to see if they are available to play), what it really means to be a well-rounded student, and reflections on how the adults in their lives best support them. As Sawyer shares, “In this generation, this is not really what kids do: kicking a tire, throwing a rock or playing hopscotch in the street.” Don’t miss this special episode!

Dr. Pat Greco, Senior Director of Thought Leadership at Studer Education, chats with Dr. Kelly Tess regarding the District’s current Strategic Planning process. Facilitated by Dr. Greco, the next iteration of the District’s Strategic Plan is significantly simplified from previous interactions, intended to pivot based on student needs. Dr. Greco reflects on how her 38 years in public education inform her approach to this process, noting that in Winnetka “Your teachers take experiential learning to heart.”

A bold decision was made in The Winnetka Public Schools to counter the growing disruption of personal technology in our learning environments. Yondr, a secure storage system for personal technology was implemented in grades 5-8 in September 2024. Dr. Kelly Tess is joined by Flossmoor School District 161 Superintendent, Dr. Dana Smith, who spearheaded the adoption of this program in Illinois. The conversation touches on research highlighted in the recent bestseller The Anxious Generation, including the impact of cell phone use on adolescents’ neurological development and mental health. Special guests, Carleton Washburne School students Ellie and Lulu, share their candid thoughts on the “new normal” in middle school in Winnetka. The upshot: “I feel like it's not that big of a deal…you get used to it.”

Dr. Kelly Tess chats with Department of Communications, Safety & Security leaders, Mr. Ray Finnerty (Director of Safety & Security in his first year in the District) and Ms. Kate Hughes (Director of Communications in her tenth year in the District). A retired police officer and former publicist seem to be an unlikely team–and what purpose does this Department serve? Mr. Finnerty shares how he has enhanced safety and security practices with the support of the Winnetka Police and Fire Departments. Ms. Hughes, shares how the District’s communication strategies have evolved to align with current best practices, serving as a model for other Districts, as well as garnering six awards from the National School Public Relations Association between 2023-2024 and a record 65 awards from the Illinois School Public Relations Association since 2015.

Dr. Tess chats with Carleton Washburne School Leadership, Dr. Andrew Fenton, Principal, and Mr. Ben Horwitz, Assistant Principal, who take us behind-the-scenes on leading a middle school–where no day is the same. They ponder the challenges of leading during the pandemic, yet highlight the resilience and positive practices that were developed as a result. “What is rewarding about this job–when I first started as a teacher and is still similar today–is the reality that you can make a difference in a kid’s life,” says Dr. Fenton. Thinking of the educators who impacted his own life and being able to serve students as an educator himself, Mr. Horwitz notes that hiring the next generation of teachers is a favorite part of his role, “We bring in new teachers, who make this school great and have the same connections with kids over the years."

Ms. Michelle Cooney, Princpal, and Mr. Larry Joynt, Assistant Principal, of The Skokie School provide a glimpse into what led them into their leadership roles. These cumulative experiences include reflections on Ms. Cooney playing detective as a rising 5th grader and leaking all of the class lists over the summer and Mr. Joynt procrastinating a book report and being assigned “Pride and Prejudice” as a consequence. Ms. Cooney shares that one of the joys of serving in education is “Recognizing the value of connection and inspiring someone to live out their true potential…it makes everyone in the community stronger.” “We want to do the best we can for kids because we know they are impacting the future,” echoes Mr. Joynt.

Dr. Tess is joined by Ms. Ivory Ajavon, Principal of Hubbard Woods School. Ms. Ajavon describes her leadership journey, which has involved serving as an educator through Teach for America, teaching and leading in a variety of elementary school environments throughout the country, and earning a Masters degree in School Leadership at Harvard University. She shares how mentors “cared, nurtured, championed and encouraged” her and how she infuses a growth mindset in her own leadership style. Ms. Ajavon is passionate about fostering literacy initiatives and honoring progressive education as she works to support teachers and families in best serving the needs of students. “This is a community about people who are really invested and care about each and every child, a community filled with love. It’s been an incredible experience being part of Hubbard Woods.”

In this episode, Dr. Kelly Tess, Superintendent, interviews Ms. Lindsay Kopinski, Principal of Greeley School. Ms. Kopinski reflects on the varied experiences that led her to her current role. In the midst of several initiatives, such as the rollout of new Literacy curriculum and a new Structured Learning Environment classroom to better serve the needs of students, Ms. Kopinski shares her leadership philosophy. “We have to give each other the grace and the space to be able to try things out and get away from the belief that we have to do everything perfectly…I am there to learn along with teachers and support them in the process. I want every student to know that they are a leader in some way shape or form in their lives. We at Greeley will continue to grow those skills for our students…because they are the future.”

Luke Livingston, Principal, discusses the state of affairs at Crow Island School, which is in the midst of significant construction and the Districtwide Literacy curriculum rollout. He describes his background as an educator and how mentors helped him become a strong leader focused on meeting goals, providing clarity, building trust, and advocacy for children. “We all have to grow in the same direction to make good use of our resources and do what is best for kids,” says Dr. Livingston. Dr. Livingston relays candid moments that bring him joy as an elementary school principal and also shares thoughts on how to achieve balance in the midst of busyness, establishing a strong support system and remembering your “why” through tough moments.

Crow Island School, an internationally recognized beacon of Progressive Education, turns 85-years-old in 2025. Dr. Kelly Tess, Superintendent, reflects on the school’s enduring legacy with Dr. Luke Livingston, current Principal, and Dr. Julie Pfeffer, who served as Principal for 11 years. Listeners will also receive a review of extensive renovations that will occur in 2024-2025, retaining the building’s original historic details but, as Dr. Pfeffer notes, “allowing Crow Island to grow into the future so students and teachers can be their best.”

March is Women’s History Month! Dr. Kelly Tess, Superintendent, is joined by three impactful women in our school community: Denise Dubravec, Winnetka Campus Principal/Assistant Superintendent at New Trier High School; Winnetka Public Schools alum Norah; and Marena Rudy, a Winnetka Public Schools Board Member. The women reflect on how they have been inspired and encouraged in order to lead with confidence. As Norah recognizes, “We have a lot of forward momentum.” We hope this episode serves as a glimpse into how we can support women and girls in their leadership ventures by modeling self-advocacy, curiosity and empathy.

Think back to a favorite project you experienced when you were a student. Was there something about it that was highly engaging, unique, and allowed you freedom to discover and explore your own interests? Dr. Kelly Tess, Superintendent, has a conversation with Carleton Washburne School students, Ms. Tip Walker (The Skokie School), and Ms. Jennifer Bertacchi (Carleton Washburne School) reflecting on the profound impact of Project Based Learning on education. This episode provides a window into how Project Based Learning is designed by teachers, experienced by students and connects to learning standards.  As stated by a student interviewed about a recent Project Based Learning activity, “This really prepared me for what I may be able to do in the future.”

Dr. Kelly Tess, Superintendent, has a conversation with Resource Center Directors Ms. Liz Delzell (Hubbard Woods) and Ms. Katie Nelson (Carleton Washburne School) about how connection is inspired through literature and the dynamic environments in which we learn. “We try to make students feel welcome no matter what,” says Ms. Nelson. “The library is the heart of the school,” affirms Ms. Delzell. As you listen to this episode, you’ll hear references to stories and books that have a special meaning to the individuals or connected others across a storyline or character.  Despite advances in technology, the written word remains a critical avenue to express emotion and link readers to each other.  Wishing you and your loved ones time to find cozy nooks with good books this winter!

This episode centers on a growing topic of interest in education today: the impact of Artificial Intelligence (AI). Guest Mr. Patrick Dawson, Director of Innovation, Teaching and Learning, joins Dr. Kelly Tess, Superintendent, to provide background on the topic. He shares insights on how parents can best be equipped to address concerns surrounding AI and tools connected to the technology. According to Dr. Tess, “If we’re doing our due diligence as a part of the community raising children to be responsible adults, we have to prepare them for a world where this exists.”