Assistant Principal Jobs in Sleepy Hollow, IL

1-15 of 28 Jobs

Chesterbrook Academy
Wheaton, IL (19 miles from Sleepy Hollow, IL)
16 days ago

Wheaton, IL (19 miles from Sleepy Hollow, IL)
16 days ago

Chesterbrook Academy is seeking a dedicated and inspiring Assistant Principal who is passionate about early childhood education and eager to grow into a future school leadership role....

In Person

Assistant Principal at Algonquin Middle School

Des Plaines School District 62
Des Plaines, IL (21 miles from Sleepy Hollow, IL)
5 hours ago

Des Plaines, IL (21 miles from Sleepy Hollow, IL)
5 hours ago

Attachment(s): Assistant Principal Middle School 2025.pdf...

In Person

Assistant Principal Lace Elementary School

DuPage County ROE
Wheaton, IL (19 miles from Sleepy Hollow, IL)
1 day ago

Wheaton, IL (19 miles from Sleepy Hollow, IL)
1 day ago

The Assistant Principal will work with the Principal at Lace Elementary School to coordinate efforts to ensure consistent leadership within the building and district....

In Person

Associate Principal for Student Supports

Disctrict 207
Des Plaines, IL (21 miles from Sleepy Hollow, IL)
1 day ago

Des Plaines, IL (21 miles from Sleepy Hollow, IL)
1 day ago

Position Type: Administration/ Associate Principal for Student Supports Date Posted: 12/19/2025 Location: Maine East High School Closing Date: 01/14/2026 SUMMARY The Associate Principal...

In Person

Associate Principal

Township High School District 211
Palatine, IL (13 miles from Sleepy Hollow, IL)
2 days ago

Palatine, IL (13 miles from Sleepy Hollow, IL)
2 days ago

Position Type: Administrative Date Posted: 12/16/2025 Location: Fremd High School Date Available: 2026-2027 School Year Closing Date: 12/29/2025 Additional Information: Show/Hide NOTICE...

In Person

Assistant Principal for Instruction

Glenbard Twp HSD #87
Lombard, IL (21 miles from Sleepy Hollow, IL)
8 days ago

Lombard, IL (21 miles from Sleepy Hollow, IL)
8 days ago

Ensure that differentiated instructional practices which address identified student needs are implemented with fidelity....

In Person

Assistant Principal for Instruction - East

DuPage County ROE
Wheaton, IL (19 miles from Sleepy Hollow, IL)
11 days ago

Wheaton, IL (19 miles from Sleepy Hollow, IL)
11 days ago

Ensure that differentiated instructional practices which address identified student needs are implemented with fidelity....

In Person

Assistant Principals of Freshman Success and Humanities Secretary C

Illinois School District U-46
Elgin, IL (7 miles from Sleepy Hollow, IL)
12 days ago

Elgin, IL (7 miles from Sleepy Hollow, IL)
12 days ago

Principals of FS and HUM Secretary C Bargaining Unit: DUSA Department/Location: Office of Assistant Principals of Freshman Success and Humanities Work Days: 212 Reports To: Assistant Principals of Freshman...

In Person

Assistant Principal - Middle School

Illinois Association Of School
Elmhurst, IL (23 miles from Sleepy Hollow, IL)
15 days ago

Elmhurst, IL (23 miles from Sleepy Hollow, IL)
15 days ago

Duties Has experience and knowledge of best curriculum practices for respective grade levels and programs (e.g. special education, dual language, etc.) within the school. Possesses knowledge of...

In Person

Assistant Principal

DuPage County ROE
Wheaton, IL (19 miles from Sleepy Hollow, IL)
15 days ago

Wheaton, IL (19 miles from Sleepy Hollow, IL)
15 days ago

Attachment(s): Assistant Principal - Middle.pdf...

In Person

Assistant Elementary School Principal

Lake Zurich Community Unit School District 95
Lake Zurich, IL (14 miles from Sleepy Hollow, IL)
18 days ago

Lake Zurich, IL (14 miles from Sleepy Hollow, IL)
18 days ago

(s): Assistant Principal- Elementary School.docx...

In Person

Middle School Assistant Principal

DuPage County ROE
Wheaton, IL (19 miles from Sleepy Hollow, IL)
18 days ago

Wheaton, IL (19 miles from Sleepy Hollow, IL)
18 days ago

: Wheaton Warrenville Community Unit School District is looking for a Middle School Assistant Principal....

In Person

Assistant Principal Elementary

Illinois School District U-46
Elgin, IL (7 miles from Sleepy Hollow, IL)
18 days ago

Elgin, IL (7 miles from Sleepy Hollow, IL)
18 days ago

: Assistant Principal Position Group: ADM Department: Elementary Education Work Days: 229 Reports To: Building Principal JD Revision Date: 6/20/2025 Supervises: Building Staff POSITION GOAL(S): The...

In Person

Assistant Principal

DuPage High School District 88
Addison, IL (19 miles from Sleepy Hollow, IL)
19 days ago

Addison, IL (19 miles from Sleepy Hollow, IL)
19 days ago

Addison Trail High School Assistant Principal Available: July 01, 2026 Title: ASSISTANT PRINCIPAL Reports To: PRINCIPAL Duration: 12 Months with work flexibility Purpose Statement The person in this...

In Person

Assistant Elementary School Principal

Lake County Regional Office of Education
Vernon Hills, IL (19 miles from Sleepy Hollow, IL)
19 days ago

Vernon Hills, IL (19 miles from Sleepy Hollow, IL)
19 days ago

95 Description: Starting Salary $90,000/yr Attachment(s): Assistant Principal- Elementary School.docx...

In Person

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Demographic Data for Sleepy Hollow, IL

Moving to Sleepy Hollow, IL? Find some basic demographic data about Sleepy Hollow, IL below.

Median Age

Average Household Income

Home Value vs Household Income in Sleepy Hollow, IL

Local

National

Total Population

12,812,477

Number of Businesses

319,486

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Title Synonyms

Users interested in this job title also searched for the following job titles

Salary for Assistant Principal Jobs in Sleepy Hollow, IL

Estimated salary range based on data from US Bureau of Labor Statistics (BLS) and iHire research efforts.

Highest Education Level

Assistant Principals in Sleepy Hollow, IL offer the following education background

Master's Degree

59.2%

Bachelor's Degree

19.0%

Doctorate Degree

16.0%

Associate's Degree

2.3%

High School or GED

1.7%

Vocational Degree or Certification

1.4%

Some College

0.3%

Some High School

0.1%

Average Work Experience

Here's a breakdown of the number of years' experience offered by Assistant Principals in Sleepy Hollow, IL

2-4 years

38.4%

4-6 years

33.8%

1-2 years

11.7%

Less than 1 year

6.6%

8-10 years

4.7%

6-8 years

4.6%

10+ years

0.1%

Qualifications / Skill Sets

The following top skills are often required or desired to land a Assistant Principal position

In-Demand skills () are the most popular among employers according to the current jobs in our database. Last updated today!

Other Career Titles

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