M-W announces administrative appointments, changes for 2019-2020 school year

on September 10, 2019

The Monroe-Woodbury Central School District has announced the following  changes to its administrative team: Caitlin Caldwell, former assistant principal at M-W Middle School, is now principal of Sapphire Elementary School; high school art teacher/district coordinator Jason McElroy has been appointed M-W High School assistant principal/House C; and middle school teacher Gina Dudgeon has been named interim assistant principal at M-W Middle School.

It’s going to be a great year! Congratulations to our newly appointed administrators!

Meet Sapphire Principal Caitlin Caldwell

Sapphire Principal Caitlin Caldwell

Sapphire Elementary Principal Caitlin Caldwell

Q:  How long have you been with the district? In what capacity?
A:  This is the start of my third year as a member of this district. For the last two years I was fortunate to work as an assistant principal at Monroe-Woodbury Middle School. I had the opportunity to work closely with the Monroe-Woodbury Class of 2024 for both years. Being a part of the middle school community of brilliant, committed educators and phenomenal students was spectacular!

Q: What is your professional background/experience?
A: Working in service to students and families is my greatest privilege. I completed my first Master’s Degree in Education through Pace University and my second, a Master’s in Educational Leadership with a Special Education focus, through Bank Street College of Education. Much of my experience prior to joining Monroe-Woodbury has been in working in a dual language program where I began my career as a Special Education teacher and, ultimately, had my first opportunity to grow as an assistant principal and then a principal.

Q: What are some of your goals for your first year at Sapphire?
A: I am excited to be a part of something so incredibly sacred in our district. Students are at the center of what we do, and my greatest goals this year are to ensure our students continue to know how loved they are, for our staff to know how deeply appreciated and valued they are, and for the Sapphire community to continue to find joy in everyday experiences with each other and with our kids. The legacy of Sapphire is magical and we are eager for our hallways to be filled with the sounds of our students as they learn and connect with one another through exciting and engaging experiences. I am deeply committed to ensuring that our students know that they have the power to do anything in the world they choose. There is no dream too big for our students; they are the magic in this world and we are here to help guide the way.

Q: What should Sapphire families to know about you?
A: I hope for families to know that our opportunities are endless when we work together!  I am honored to work in service to our entire Sapphire community, and it is my greatest privilege to be a part of a beautiful legacy. I look forward to seeing our students walking across the stage when they graduate from high school in the years that will pass so quickly; that is why we do what we do. We love our kids and know that the future is so bright for all of them!

Q: What are some of your favorite things?
A: My favorite children’s book is a toss-up between “The Velveteen Rabbit” and “Where The Wild Things Are,” but my all-time favorite book is “The Little Prince.”  My favorite color is Kentucky Blue. My favorite TV “show” is a toss-up: Ohio State Football or Kentucky Basketball. College sports are one of my personal passions! As for favorite foods, anything taco-related is a must!

Monroe-Woodbury High School Assistant Principal/House C Jason McElroy

HS Assistant Principal Jason McElroy

Jason McElroy, M-W High School Assistant Principal

Q: How long have you been employed by the district? In what capacity?
A: I am entering my 11th year with M-W. In that time I have been a teacher, K-12 art coordinator, summer school principal, and now, assistant principal of Monroe-Woodbury High School.

Q: What do you look forward to most in your new role?
A: I look forward to working with a larger population of our M-W stakeholders and being able to have a positive impact on our students’ academic careers here at the district.




Gina Dudgeon – Monroe-Woodbury Middle School  Interim Assistant Principal

Assistant Principal MS Gina Dudgeon

Gina Dudgeon, M-W Middle School Interim Assistant Principal

Q: How long have you been employed by the district? In what capacity?
A: I have been part of M-W for my entire teaching career. In the fall, after I graduated from WVU, I started as a leave replacement, teaching in the high school and Pine Tree. My first position was split between  the Micro Computer Center and teaching math to 4th graders. I was hired full time in Pine Tree that following year and spent the first part of my M-W career teaching 4th and 5th grade. In 2004, after some time off to raise my family, I returned to PT until making my switch to the MWMS in 2009, where I had been teaching 6th grade until this new appointment as AP.

Q: What do you look forward to most in your new role?
A: In my new position I am looking forward to building relationships with students, staff and parents that will continue to make M-W Middle School a great place to learn and grow.