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Director of College Counseling

Independent Educational Consultants Association, Chicago, IL, United States


About Wolcott College Prep : Wolcott College Prep is Chicagoland’s only independent college-prep high school serving bright students with learning differences, including dyslexia, dysgraphia, ADHD, and executive functioning challenges. With a 4:1 student-teacher ratio and 100% college acceptance rate, Wolcott is dedicated to empowering students with learning differences to reach their full potential through a strength-based approach to education.

Job Summary: The Director of College Counseling oversees and manages all aspects of the college counseling program, developing comprehensive programming for students, parents, and faculty that recognizes and supports the needs of students with learning differences. This position serves as the primary guide for students and families through the college search, application, and transition process, with particular expertise in identifying colleges with appropriate support services and structured programs for students with learning differences and ADHD.

College Counseling Program Leadership

Develop and regularly review a comprehensive college counseling curriculum tailored to students with learning differences, beginning in 9th grade

Create and maintain an annual calendar of college counseling educational programming for students and families

Lead college counseling seminars, workshops, and individual/family meetings throughout the year

Maintain current knowledge of colleges with structured support programs, coordinated services, and appropriate accommodations for students with learning differences

Build and maintain strong relationships with college admissions representatives, particularly those from disability support services and structured programs

Visit colleges regularly to evaluate programs and maintain relationships with admission officers and disability services coordinators

Represent the school at professional meetings, college fairs (including CHOICES and NACAC)

Maintain awareness of testing policies and accommodation procedures at various institutions

Manage the college counseling departmental budget

Collect and maintain college admissions and scholarship data for each graduating year

Individual Student Counseling and Support

Develop balanced college lists with individual students, emphasizing appropriate levels of academic and learning support

Assist students in identifying colleges that match their learning profiles, academic interests, and support needs

Guide students through applications to structured support programs (such as SALT, LEP, etc.) when appropriate

Conduct individual and small group college counseling sessions

Review and provide feedback on college applications, essays, and supplemental materials

Compose comprehensive letters of recommendation for each senior that contextualize the student's learning profile and growth

Guide families on when and how to submit psychoeducational evaluations and accommodation documentation to colleges

Coordinate the submission of all required school documents including transcripts, accommodation plans, and psychoeducational evaluations when requested

Assist students and families with financial aid, scholarship processes, and understanding the costs of structured support programs

Collaboration and Communication

Partner closely with the Director of Student Services, learning specialists, and faculty to understand each student's learning profile and support needs

Educate students and families about the continuum of college support services, from basic accommodations to highly structured programs

Educate students about standardized testing options, test-optional policies, and accommodations

Facilitate conversations with families about disclosure of learning differences in the application process

Work with faculty to develop skills for writing strong, supportive teacher recommendations

Collaborate with the admissions team during the prospective student enrollment process

Provide guidance to families on college transition planning, including summer programs and orientation

Professional Development and School Community

Stay current on trends in college admissions, financial aid, and support services for students with learning differences

Maintain active membership in professional organizations, including NACAC, IACAC, and organizations focused on LD/ADHD support in higher education

Serve on the Administrative Leadership Team and participate in school-wide initiatives

Provide professional development to faculty on college counseling topics and supporting student transitions

Wolcott College Prep seeks candidates who possess the following qualifications and personal qualities: Educational Expertise and Knowledge

Understanding of learning differences (dyslexia, dysgraphia, ADHD, executive functioning challenges) and how they impact college readiness and success

Comprehensive knowledge of the continuum of college support services, from basic accommodations to highly structured programs

Familiarity with psychoeducational evaluations and ability to interpret diagnostic information for college planning purposes

Strong knowledge of college admissions processes, application platforms (Common App, etc.), and financial aid systems (FAFSA)

Proficiency with college counseling technology platforms including Naviance, Common Application, and student information systems

Understanding of standardized testing, test-optional policies, and accommodation procedures

Communication & Relationship Building Skills

Genuine passion for working with students with learning differences and belief in their potential for college success

Alignment with and enthusiasm for Wolcott's mission and strength-based philosophy

Exceptional interpersonal skills and ability to build trust with students, families, and colleagues

Strong verbal and written communication skills, including ability to give presentations to large and small groups

Excellent organizational skills and attention to detail

Ability to manage multiple priorities, meet deadlines, and work independently

Professional demeanor, including tact, discretion, and a student-centered approach

Ability to maintain confidentiality and handle sensitive information appropriately

Genuine engagement with all levels of the school community and commitment to collaborative work

Problem-solving skills and ability to adapt to changing circumstances

Commitment to ongoing professional development and staying current in the field

Commitment to Diversity

A commitment and ability to foster an inclusive and diverse learning environment that embraces and celebrates differences, including differences in learning, race, ethnicity, socioeconomic background, religion, and sexual orientation.

Additional Requirements

Ability to work flexible hours 1-2 times a month for occasional evenings for family programs or admissions programs

Educational Background and Experience

Bachelor's degree required; Master's degree strongly preferred

Minimum of 5 years of college counseling experience in secondary schools

Knowledge of college programs and support services for students with learning differences and ADHD

Experience working with selective college admissions processes

Demonstrated experience working with diverse student populations and learning profiles

Physical Requirements :

Talking: Exchange ideas and information by means of the spoken word to impart oral information to others accurately.

Visual & Hearing Activity: Use telephone and computer on a daily basis. Ability to receive detailed information through oral and written communication.

Ability to move around campus to interact with students, families, faculty, and staff

Ability to attend off-campus events including college visits, fairs, and professional conferences

Sedentary work involving extended periods at a computer for application review and correspondence

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