Head of School Start-of-Year Updates 2025-26
Office of the Head of School
Start-of-School Updates
Welcome to the 2025-26 school year! Read on to learn about exciting updates that are sure to launch us all into the year rowing harmoniously in the same direction with the optimism and determination that only Jags can muster!
By the Numbers
In 2025-26, Wellington marks its largest enrollment in history—750 students! This figure includes record sizes in early childhood (128), lower school (201), and middle school (216). In other promising news, Upper School has tipped back above the 200 mark, opening at 205. Our retention rate from last school year is 93%, which is well above NAIS and OAIS averages. Our acceptance rate dropped by 14%, meaning we had many more qualified applicants than spots available.
All of this is to say that Wellington’s prioritization of small class sizes—and even smaller groups in literacy and math instruction—and our promise to help students find their purpose and realize their potential is resonating! We do all of this in a connected community that champions curiosity, authenticity, ambition, empathy, and responsibility. Families and students expect the best at Wellington, they are finding it, and they are staying for it.
Welcome Anew & Welcome Back!
Please join me in giving a warm Wellington welcome to our 121 new students (53 in early childhood, 24 in lower school, 25 in middle school, and 19 in upper school). These outstanding learners will enrich our school community in countless ways. We are so glad they chose Wellington! This year, Wellington is delighted to welcome a distinguished cohort of 17 new faculty, staff, and administrators. The collective passion and experience of these new Jags is already making a difference, fueling the Welly momentum.
Click here to read about our newest faculty and staff members.
And for those returning students and families, welcome back! I am especially excited to usher in the culminating year of 50 outstanding seniors. The Class of 2026 represent the best of Wellington and we are very proud of them. We can’t wait to celebrate their accomplishments during this milestone year in their academic and personal journeys.
Our returning faculty and staff deserve a hearty welcome, too! Being in the orbit of Wellington educators inspires me to no end! Join me in thanking them for their efforts in preparing for the school year and for all they do day in and day out in support of our mission and our students.
Head of School Areas of Focus
Last year in my opening letter, I shared my belief in our collective responsibility as stewards of the School's mission to exercise discipline in deciding what dominates our time, attention, and resources to stay focused on the needs of “tomorrow’s world.” We each have a role in our shared commitment to Wellington’s continued excellence. In that spirit, I want to share with you my set of priorities for 2025-26, developed in partnership with the Board of Trustees. I will report back to you on progress made at the State of the School in February and again at the end of the school year.
The unveiling of the Strategic Plan is set for September 30, and I am very eager to share the bold vision it outlines for us over the coming years. Additionally, work on the Campus Master Plan is underway in order to guide major campus enhancements that support educational excellence. Part of these efforts are the completed Croft Family Kindergarten Wing and the continued progress on imagining what will come next for the Fishinger Road side of campus.
In order to elevate and align course offerings and curriculum, we will strengthen support for faculty, improve academic communications, and successfully onboard new leadership in academics, arts, and athletics. I will work to provide the leadership, guidance, and resources necessary to ensure consistency, collaboration, and communication across our curriculum as it spans Academics, Athletics, and the Arts.
We will continue our work with division and departmental leadership to uphold clear and consistent community expectations and ensure just-right academic challenge for our students. As a premier learning institution, we owe it to our students to know and facilitate the appropriate level of challenge to foster growth, discovery, and resilience. Last year, a student committee on community expectations met in both middle school and upper school and shaped many of the guidelines and goals being rolled out this fall. I am extremely proud of our students for their thoughtfulness and grateful for the leadership they modeled during this community project.
As an educator, I am a staunch believer in modeling the outcomes we wish to see in our students. I will continue to be an active and engaged presence across campus and community events, greeting families regularly, conducting weekly instructional rounds, and attending a wide range of student, parent, and alumni events. I can’t ask our community to show up if I don’t show up! For many of our families, Wellington is not just a school but their primary community, and we recognize the weight of this responsibility and how important it is. I hope and trust that you have observed my commitment to deepening family-school partnership, strengthening communication about the academic program, and expanding opportunities for community gatherings and service learning. There is more to come in 2025–26!
We have a number of new leaders and new-to-their-role leaders at the School and it is a top priority of mine to ensure their smooth transition. As Head of School, I will work to facilitate their success in their respective areas and their strategic collaboration. In a more general sense, I will be working with leaders across the School to strengthen systems, ensure best practices, and prioritize data-driven analysis and decision making. This includes advancing the work of The Wellington Initiative both at Wellington and beyond, and expanding professional development opportunities for all employees.
Campus Updates
The Croft Family Kindergarten Wing is complete and bustling with adorable energy. Three spacious new classrooms and a flexible space called the Discovery Den are engaging our kindergartners as I write this note! The relocated Edwards Board Room is also complete, facilitating Trustee and faculty/staff collaboration and innovation. I am pleased to share that this work was done on time and reportedly under budget! This renovation was a key step in our Campus Master Plan, which will reimagine the Fishinger Road side of campus with vital infrastructure improvements and provide our teachers with the facilities they need to continue their exceptional work. I’m proud to be part of a community that understands how thoughtfully designed learning environments can elevate and sustain excellent teaching and learning, and our Campus Master Plan is critical considering our growth.
In Athletics, we have opened two new middle school locker rooms and a fully equipped training room with rehab tools, taping and treatment areas, and a cold tub. The tennis courts are resurfaced and repainted, and we have a brand new scoreboard on Roberts Field.
The Thomas Family Dining Room has new flooring, the playscape a new irrigation system, parking lots new lines, and campus in general boasts freshly repainted walls, and more.
School Handbook
The School Handbook is key to our work toward clear and consistent community expectations. Please review this important document for more information about student and family responsibilities, school policies and procedures, and details about our program and services. Thank you for your partnership in promoting and upholding these community expectations.
Curricular Updates
On August 5, Assistant Head of School for Academics Shelley Brown published a terrific piece about our Wellington way of meeting each student where they are and offering engaging challenges to foster growth. If you have not yet read Shelley’s blog, I highly recommend it as a detailed look at what our Culture of Challenge looks like! Highlights from the blog include updates about our middle school math program now offering three distinct pathways (at-level, accelerated, advanced); sixth graders exploring French, Spanish, and Latin before settling on one to pursue; new Honors Humanities courses launching in the middle and upper school this year; and the introduction of a 5/4 block schedule that extends instructional time and learning opportunities in upper school.
I especially love and echo Shelley’s closing statement: “At Wellington, challenge is something we embrace, not avoid. When students are surrounded by teachers, classmates, and families who believe in their potential, they are more willing to take that next run…whether it’s the bunny hill or the black diamond. Thank you for walking (and riding the lift!) with us. We’re excited for the 2025-26 school year.”
Upper School Head Search
As I shared with current families last week, we have begun our search for Wellington’s next Head of Upper School to start in July 2026. Carney, Sandoe & Associates, a leading independent school search firm, has launched the initial stages of the search, and you will hear more from me soon.
Safety & Patience
Keeping our students and educators safe remains my top priority. I appreciate your family's patience with our updated carline procedures, which will take a few days to settle in. I also appreciate your patience with our sign-in systems as new families orient themselves to the protocols. This year, parents are invited to secure parent badges from Willie Gage at our front desk in order to skip the need to sign in upon each entry.
Our dedicated school resource officers will continue to be present on campus each day. Their welcoming presence and partnership are essential for the security of our community—and they love getting those fist bumps from our students in the morning. Safety takes all of us, so please stay community-minded and reach out to your division head, COO Lindsey Smith, or me directly if you have any questions or concerns.