SchoolExecConnect

Kevin O'Mara

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Elementary Principal
Downtown Montessori Academy
Milwaukee, WI

Elementary Principal, Downtown Montessori Academy, Milwaukee

The Downtown Montessori Academy is a K2-8 public charter school in the City of Milwaukee, a high achieving, independent school of 300 students. We are seeking a strong student advocate and innovative leader with the experience and ambition to take our educational program to its next level of maturity. The Principal leads our community of staff, students, and families, collaboratively supporting our shared mission and vision.

Position Available:
Principal, Downtown Montessori Academy

Address:
2507 S. Graham
Milwaukee, WI 53207

Qualifications:
Masters Degree
Significant and successful experience as a teacher-leader or school administrator
Montessori school experience is preferred

Advisor Assisting the Executive Director and the Board:
Dr. Matt Gibson matt.gibson@schoolexecconnect.com (262) 894-8947
Dr. Jack Linehan jack.linehan@schoolexecconnect.com (262) 302 1073

Highlights:

  • 300 students in grades K3-8
  • Downtown Montessori is a well-established charter school authorized by the City of Milwaukee. The school has been serving families for over 40 years.
  • Noted for small classes, focused curriculum, supportive setting for students and staff
  • Newly expanded and renovated campus
  • Community of passionate, committed Montessori educators, staff and families

Salary Offered:
Competitive compensation package, comparable with principals of similar schools in the region

School website:
Downtownmontessori.com

Search Calendar:
• Applications will be accepted and interviews will be on-going until the role is filled

Application Process:
• Apply for the position through the School Exec Connect Website (schoolexecconnect.com) by completing pages 1 and 7 at a minimum. Include a cover letter, resume and 2 letters of reference

• Contact Dr. Matt Gibson at matt.gibson@schoolexecconnect.com or

• Dr. Jack Linehan at jack.linehan@schoolexecconnect.com

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Superintendent
Homewood School District 153
Homewood, IL

Position Available:

Superintendent

District:
Homewood School District 153 – Homewood, IL

Qualifications:

  1. Possesses or is eligible for Illinois Superintendent Licensure
  2. Possesses other qualifications as specified and required by the Board of Education

Consultant Assisting the Board:

 

Highlights:

The Board of Education of the Homewood School District 153 is seeking an exceptional leader to serve as the next superintendent beginning July 1, 2026.

The district’s Strategic Plan runs through 2028 and is designed to empower students to pursue their ideal future. Nearly 60 school community members contributed to the creation of this plan by providing important and valuable feedback via engagement sessions and group work sessions.

The six core values of District 153 are detailed in this plan, and include:

  • High Expectations for All
  • A Daily Student-Centered Approach
  • Positive Climate and Culture
  • A Commitment to Collaborative Relationships
  • A Focus on Continuous Improvement
  • Diversity, Equity and Inclusion

Salary/Benefits:

  • The Board will offer a regionally competitive compensation package

Search Calendar: (The Board reserves the right to extend all dates)

  • See Search Calendar on District Website

Application Process:

  • Applications and all required credentials should be submitted through this website
  • Please use this link: click here

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Assistant Superintendent of Finance and Operations/CSBO
Elmhurst, IL

Position Available:  Assistant Superintendent of Finance and Operations/CSBO

District: Elmhurst Community Unit School District 205 Elmhurst, IL/Chicago Suburban Area/DuPage County

Qualifications:

  • Chief School Business Official Endorsement
  • Master’s degree or equivalent
  • Five years related experience and/or training

Consultants Assisting the Board: Dr. Linda Yonke linda.yonke@schoolexecconnect.com 847-276-7263

HIGHLIGHTS: Elmhurst Community Unit School District 205 is seeking an exceptional leader to serve as the next Assistant Superintendent of Finance and Operations beginning July 1, 2025.

The leader is responsible for business services/finance, facilities, food service, transportation, school safety, and the insurance program, as well as daily school and district operations. The Assistant Superintendent guides long term planning to facilitate continuous improvement of this premier unit school district in DuPage County, IL.  Leading organizational advancement efforts for improvement of student outcomes is a foundational part of this position.

  • Elmhurst, Illinois is in a highly desirable suburban location just 18 miles west of downtown Chicago and 12 miles from O’Hare International Airport.  Easy access to interstate highways, airports, commuter trains, recreational facilities and high-end shopping make the community an ideal spot to live and raise a family.  
  • District 205’s Student Journey of Excellence focuses on educating, engaging and empowering all students through all-day kindergarten, dual language, extensive extracurriculars, award-winning educators and staff, and exceptional facilities and grounds.  The Assistant Superintendent is an integral part of the leadership team that supports staff and student achievement and success.
  • District 205 employs 718 certified staff for its 8,300 students.  The District’s fourteen schools include eight elementary schools, three middle schools, as well as a high school, transition center and early childhood education center. 
  • The Assistant Superintendent of Finance and Operations must demonstrate professional and personal competencies including skills in change management, leadership, communication, and technology.  The successful candidate must demonstrate vision, initiative, judgment, innovation, and strategic thinking along with the unique skills associated with finance and operations.
  • In 2018, voters in Elmhurst District 205 passed a $168,000,000 referendum to fund critical facility needs across the District. Work on those projects is nearing completion, with a budget that was augmented with $21M in funding from District reserves.  The District enjoys a AA+ bond rating and has earned numerous awards for financial reporting. 

Compensation:

The Board will offer a regionally competitive compensation package of salary and benefits.  

Search Calendar: (The Board reserves the right to extend all dates.)

  • January 31: Position Posted
  • February 3-14: Facilitate focus groups/interviews
  • February 28: Consultant presents summary of focus groups/interviews to Superintendent
  • March 10-18: Screen candidates
  • March 21: Present candidates to Superintendent
  • April 1-11: Conduct second-round and finalist interviews

Application Process:

  • Apply for the position through the School Exec Connect (SEC)
  • Please use this link: click here
  • Submit the required credentials through SEC