• Alternate Text
  • Loading

  • Sand Bucket List
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App
  • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Elections
  • Galleries
  • More
    • Hurricane Season
    • Health Observed
    • Sand Bucket List
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Longboat
    • Longboat
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Opinion
  • East County
    • East County
    • News
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
  • Sarasota
    • Sarasota
    • News
    • Cops Corner
    • Real Estate
    • Business
    • Neighbors
    • Schools
    • Sports
    • Opinion
    • Siesta Key
  • Arts + Entertainment
    • Arts + Entertainment
    • Eat + Drink
    • Arts + Culture
    • Reviews
    • Things To Do
    • Black Tie
    • Spotlight Partners
  • Elections
  • Galleries
  • More
    • More
    • Hurricane Season
    • Health Observed
    • Sand Bucket List
    • Celebrations
    • Contests
    • Tributes
    • Submit a Celebration
    • Submit a Tribute
    • Public Notices
    • Classifieds
  • Sand Bucket List
  • Health Observed
  • Crossword
  • Contests
  • Newsletters
  • e-Newspaper App

Sarasota County schools announces Teacher of the Year nominees

Teachers from Sarasota High School, Wilkinson Elementary School and Oak Park School were honored as nominees for Sarasota County's 2019 Teacher of the Year award.


  • By Shane Donglasan
  • | 2:34 p.m. November 14, 2018
  • Sarasota
  • Neighbors
  • Share

Three Sarasota County school teachers received a big surprise Nov. 13 when they found out they were nominees for the 2019 Teacher of the Year award. Each year, the school district names elementary, middle and high school teachers of the year. One of those three teachers is then announced as the overall Teacher of the Year for the county.

This year’s nominees come from Sarasota High School, Wilkinson Elementary School and Oak Park School. The Education Foundation of Sarasota County’s Teacher Tribute team traveled to each school to announce the nominees, who were chosen out of 44  winners at individual schools.

During each stop, the school was gathered for an assembly, but the unsuspecting teachers, students and staff were actually there to learn that one of their teachers was an honoree. 

The first stop was Sarasota High School where Superintendent Todd Bowden announced Ashlee Middleton as the High School Teacher of the Year. The English, journalism and intensive language arts teacher credited her hard-working students for receiving the honor.

“It’s important to develop a positive classroom environment and encourage students to work as a team,” Middleton said. She has been teaching for seven years and has been at SHS since 2013.

At Wilkinson Elementary School, Tessa Healy was named Elementary School Teacher of the Year. Healy teaches science, technology, engineering, arts and math. She graduated from a Sarasota County dropout prevention program when she was pregnant at 17 and began her career as an educator six years ago at Venice’s Student Leadership Academy. Healy also serves as vice president of the Sarasota Reading Council. 

“When I came to Wilkinson, I told my family that I felt like a little fish in a big pond, so I’m excited to represent all of these amazing teachers,” Healy said.

Oak Park School, a special needs school serving preschoolers to high schoolers, was the final stop on the tour where music teacher Shane Swezey was named Middle School Teacher of the Year. Swezey originally studied aerospace engineering at Florida State before deciding to pursue a career in music therapy.  He has served as a music teacher and therapist at Oak Park School since 2013.

“My background has given me a unique lens to look at music as a tool to help support student learning more holistically,” Swezey said.

The Sarasota County Teacher of the Year will be announced at the Education Foundation’s Ignite Education Awards Celebration on Dec. 12. The winner receives $5,000 from the foundation while the two finalists will receive an award of $2,500.

Sarasota High School teacher Ashlee Middleton is surprised as the 2019 High School Teacher of the Year. Courtesy photo.
Sarasota High School teacher Ashlee Middleton is surprised as the 2019 High School Teacher of the Year. Courtesy photo.
Shane Swezey from Oak Park School is announced as 2019 Middle School Teacher of the Year. Courtesy photo.
Shane Swezey from Oak Park School is announced as 2019 Middle School Teacher of the Year. Courtesy photo.

 

Latest News

The Denny's property at 3701 Bee Ridge Road in Sarasota has sold.
  • August 9, 2026
'Good stuff' coming to site of Bee Ridge Denny's, broker says
Sarasota Tiger Bay Club Board Member Jon Thaxton asked Sarasota County commission candidates about their views Thursday before opening up the floor for a Q&A with members.
  • August 7, 2026
Sarasota County Commission candidates campaign as clock ticks down
Sarasota Police Marine Patrol Officer Ron Dixon reaches a hand across the bow of a beached sailboat during a marine rescue at Big Pass between Siesta Key and Lido Key Tuesday, July 28.
  • August 7, 2026
Officers rescue boater from beached sailboat
Sarasota-Bradenton International Airport Fire Department Chief Jason Hackley and one of the agency's three trucks with onboard tanks that hold 400 gallons of firefighting foam.
  • August 7, 2026
SRQ airport gets out ahead of PFAS foam mandate

Sponsored Health Content

Sponsored Content

The best of Your Observer, delivered directly to your inbox

Get the latest in news, sports, schools, arts and things to do in Sarasota, Siesta Key, Longboat Key and East County.

Sign Up

Latest in Neighbors

Myracle Green, 13, her brother Prince Bell, 3, mother Chavon Williams and brother King Bell, 8, leave the tables with new backpacks.
  • August 8, 2026
Organizations team up to offer kids free backpacks ahead of school year
World Cup watch parties were among the recent events at The Bay park.
  • August 6, 2026
Challenge match launched for signature Sarasota park
Sarasota runner Vinny O'Shaughnessy completed his goal of running a marathon in every state. Since then, the runner hasn't slowed down, starting on a new mission to do the same with a half marathon in every state.
  • August 6, 2026
Marathon man accomplishes goal of racing in every state
The Hermitage Artist Retreat programming includes free sunset concerts on the beach at its Manasota Key campus.
  • August 5, 2026
Arts incubator receives $450,000 in grants
Sally Lippert and Mark Shrosbree are preparing to sail to The Bahamas together.
  • July 30, 2026
Couple prepares for Bahamas voyage as they work together on junk rig
  • July 30, 2026
Your Money Deserves a Second Opinion Too

App

Download the Your Observer app

Stay in the know with the latest local news. Any device, anytime, anywhere.

DOWNLOAD NOW

Contact

  • 1970 Main St.
  • Third Floor
  • Sarasota, FL 34236
  • Phone: 941-366-3468
  • FPN Verified

Extra, Extra!

  • Newsletters
  • App
  • Crossword
  • Contests

more

  • About Us
  • Contact Us
  • Classifieds
  • Advertise
  • Rack Locations
  • Jobs
  • Privacy Policy
  • Accessibility Options

sister sites

  • Business Observer
  • Jax Daily Record
  • Orange Observer
  • Accessibility Options
  • Copyright © 2026 Observer Media Group Inc., All Rights Reserved
Sign Up for Daily Headlines

A daily dose of news from Longboat Key, East County, Sarasota and Siesta Key.

Sign Up for In Case You Missed It

A Saturday dose of the week's top stories from Sarasota, Longboat Key and East County.


Anytime. Anywhere. Observer.

From in-depth local reporting to real-time breaking news, stay connected to the stories shaping our community with the Your Observer app.

Download Now for Free