TITLE: Assistant Director of Educational Supports and Innovation 

Applicants are instructed to deal specifically with qualifying factors mentioned in the following posting.

POSITION TYPE: Administrative 

DATE POSTED: March 19, 2021 

LOCATION: Woodland Educational Support Center 

DATE AVAILABLE: July 1, 2021 

DESCRIPTION: To provide leadership in developing, achieving, and maintaining the best possible educational support programs and services for the District. 


  1. License/Certification:  
  2. Required License: Illinois Professional Educator License (Administration). Holds Qualified Teacher and Principal Evaluator Status as identified by ISBE. 
  3. Education: 
  4. Required – Master’s Degree 
  5. Experience:  
  6. Required – A minimum of five (5) years teaching experience and five (5) years administrative experience required. B. Preferred – A minimum of ten (10) years’ administrative experience or five (5) years teaching experience and five (5) years administrative experience in a public-school setting preferred. 


  1. Serves as the facilitator and administrator of the District’s Virtual Program (pilot for the 2021-22 SY) including the development of a Virtual Program budget, identification and registration of students, and recruitment, selection, and evaluation of a Virtual Program teaching and support staff. 
  2. Acts as the District Multi-Tiered Systems of Support coordinator and, as such, prepares and disseminates student academic, behavior, and assessment data to district educational and school staff. 
  3. Coordinates the District’s Summer School programming, including the development of a summer school budget, identification and registration of students’ support programs during scheduled school Winter and Spring breaks, and hiring of a Summer programs teaching staff. 
  4. Attends meetings, prepares reports and attends and facilitates other meetings as the Associate Superintendent of Education designates. 
  5. Assists the Associate Superintendent of Teaching and Learning with Equity in the research and preparation of federal grants or other financial assistance programs. 
  6. Prepares and submits data, reports, and other documents as required by the Associate Superintendent of Education. 7. Remains abreast of developments and innovations in the field of education by reading current literature, attending professional society and association meetings and conferences, and discussing developments and problems of mutual interest with others in the field. 
  7. Facilitates the district’s efforts to assure educational equity and academic success for all students. 9. Thorough knowledge and understanding of racial and cultural differences; sensitivity to issues and concerns of communities of diverse groups. 


  1. Performs other tasks and assumes other responsibilities as the Associate Superintendent of Education may assign from time to time. 
  2. Assist in other areas as needed. 
  3. Complete other duties as assigned. 


Planning and Preparation – Responsible for demonstrating knowledge of content and pedagogy, students, and resources. Design coherent instruction and select appropriate instructional activities, and has the ability to assess student learning. 

Classroom Environment – Responsible for creating an environment of respect and repor, establishes a culture for learning, manages classroom procedures, manages student’s behavior, and has the ability to organize physical space. 

Instruction – Communicates clearly and accurately, uses questioning and discussion techniques, engages students in learning, provides feedback to students, and demonstrates flexibility and responsiveness. 

Professional Responsibility – Reflects on teaching, must maintain accurate records, communicates professionally, contributes to the school and district, grows and develops professionally, and shows professionalism. 

Technical: Demonstrated skills in writing, editing, and public speaking. Experience with social media and emerging technologies. Competent in databases, spreadsheets, publishing software, Microsoft Office, and Google platforms. 

Interpersonal: Ability to develop and maintain positive relationships with staff, parents, students, businesses and community. Strong organization, communication and interpersonal skills. Comprehensive strategic thinking and rapid problem-solving skills to effectively handle crisis communications. Ability to cope with deadline pressures. Creative problem solver. Ability to facilitate meetings efficiently. Empathetic, humanistic and open-minded. Strong sense of teamwork. Strategic thinker. Must be able to make difficult decisions that impact the organization in a positive sense. Must be able to work harmoniously with the community, students, parents, staff, and administration, etc. Must be able to communicate effectively with students, parents and staff. Must exhibit sound judgment in dealing with people. Must have strong organizational skills. 


  1. Support the establishment of mutual respect and equal human dignity across the entire school community. 2. Welcomes inclusion, equity, and diversity. 
  2. Have an unwavering commitment to the success of all students.
  3. Understanding that your identity may be different than students, parents, and staff, you are willing to put those differences aside for the success of all students.
  4. Regardless of the identities of students, staff, or parents, works collaboratively to build a successful relationship with them.
  5. Willingly anticipate, identify and adopt change.
  6. Engage in all job-related interactions and activities, with contacts from within and outside the District, in a courteous and professional manner.
  7. Communicate with styles that are approachable and respectful.
  8. Participate in professional development and training to become more effective and efficient.
  9. Take the initiative to manage multiple tasks.
  10. Effectively organize work to be as productive as possible.


Manual Dexterity: Work requires definite skilled and accurate physical operations requiring some closely coordinated performance. 

Physical Effort: Work requires handling average weight materials or equipment, but not for sustained periods. Working Conditions: Some exposure to definitely disagreeable elements may exist. 

TERMS OF EMPLOYMENT: Full-time position, twelve-month (260-Days), Exempt Status 

SALARY RANGE: Salary and benefits established by the Board of Education. 

HOW TO APPLY: Internal applicants should apply online at www.dist50.net and attach a resume to the online application. External applicants should apply online at www.dist50.net and attach three letters of recommendation, resume, and transcript(s) to the online application. 

All applicants must be willing to interview in person and demonstrate skills through a situational analysis. Applicants will be contacted within three weeks if invited for an interview. Minority candidates are encouraged to apply. 

Further information regarding this position may be obtained by contacting:  


Dr. Robert Machak 

Associate Superintendent of Education 


rmachak@dist50.net or (847) 596-5630 



Woodland School District 50 is an Equal Opportunity Employer with established policies prohibiting discrimination on the basis of race, color, creed, religion, national origin, sex, sexual orientation, age, ancestry, marital status, arrest record, military status, order of protection status, unfavorable military discharge, citizenship status provided the individual is authorized to work in the United States, use of lawful products while not at work, being a victim of domestic or sexual violence, genetic information, physical or mental handicap or disability, if otherwise able to perform the essential functions of the job with reasonable accommodation, pregnancy, childbirth, or related medical conditions, or other legally protected categories. The Associate Superintendent (847-596-5630) addresses questions regarding student discrimination, and the Director of Human Resources (847-596-5640) answers questions concerning employment discrimination.