Director of the Corporate Work Study Program (CWSP)

Cristo Rey St. Martin College Prep | Waukegan, IL

Full-Time | Reports to: President

Annual Salary: $100,000–$115,000 based on experience

Full Benefits (PTO, subsidized Health Insurance, 401k, etc.)

This is a unique opportunity to lead a nationally recognized work-study program that transforms the lives of young people and the communities they will one day lead. The successful candidate will bring both business acumen and a servant leader’s heart, joining a team committed to excellence, equity, and a faith-based mission.

We are seeking a dynamic, mission-driven leader to serve as Director of the CWSP. This entrepreneurial and relationship-centered role is vital to our school’s success. The Director oversees a robust program serving 400+ students and partnering with 100+ corporate sponsors across Lake County, northern Cook County, & southeastern WI.

About Cristo Rey St. Martin College Prep

Cristo Rey St. Martin College Prep (CRSM) is a Catholic, college-preparatory high school and part of the nationwide Cristo Rey Network. Located in Waukegan, Illinois, CRSM serves students of limited economic means by combining rigorous academics with a unique Corporate Work Study Program (CWSP), through which all students earn a majority of their tuition by working five days a month in professional settings.

The Ideal Candidate

· Be passionate about the mission of Cristo Rey and believe in the God-given potential of all our students.

· Demonstrate a deep understanding of and commitment to working with first-generation college-bound students and families from diverse racial, cultural, and economic backgrounds.

· Exhibit strong leadership, strategic thinking, and business development skills.

· Bring experience in B2B sales, customer relationship building, moves management, and/or human resources/talent management.

· Possess exceptional communication, organizational, and supervisory abilities.

· Be comfortable representing the school publicly and building relationships across industries and sectors.

· Embrace lifelong learning and stay informed about employment trends and best practices.

· Be a faith-filled presence in the school community and participate in school events (Masses, assemblies, service days, etc.).

Key ResponsibilitiesI. Leadership & Strategy

· Set the vision and strategic direction of the Corporate Work Study Program in collaboration with school leadership.

· Hire, train, supervise, and support CWSP staff and volunteers.

· Oversee CWSP budgeting, operations, policies, and compliance.

· Participate in strategic planning and serve on the school’s leadership team.

II. Business Partner Relations

· Secure and retain paid student job placements to meet or exceed the annual target for student employment.

· Cultivate and maintain high-quality relationships with business partners at multiple organizational levels.

· Oversee contracting and renewals in coordination with the President and CFO.

· Develop a structured client contact and visit schedule for CWSP staff to engage regularly and meaningfully with partner organizations.

· Lead annual business partner events such as the CWSP Kick-Off, Mid-Year Meeting, and Recognition events and regularly evaluate their effectiveness.

III. Student Workforce Development

· Oversee the student job assignment process, ensuring appropriate placements and 100% deployment.

· Lead the design and implementation of a 4-year CWSP training curriculum, including the Summer Bridge Program.

· Evaluate student performance using tools such as time cards, supervisor feedback, professional standards (e.g., Purposeful Professional framework), and grading.

· Guide the coaching, retraining, and discipline process for student workers in coordination with school leadership.

· Engage and communicate with parents to ensure positive student performance.

IV. Operations & Compliance

· Maintain all student work-related documentation (e.g., I-9s, W-2s, work permits, hours/days worked, compliance visits, etc.) and ensure workplace safety.

· Coordinate daily operations including student check-ins, transportation logistics, communication, attendance, and make-up days.

· Support the Business Office with CWSP billing, invoicing, and collections.

V. Collaboration & Integration

· Collaborate with the Principal to align CWSP with academic calendar and curriculum.

· Ensure CWSP participation in Student Support Team meetings.

· Assist Admissions process by participating in interviews, Open Houses, and selection decisions.

· Engage with the Development Office and Alumni Office to share program impact and align messaging.

VI. Other Responsibilities

· Perform other duties as assigned by the President.

Requirements

· Bachelor’s Degree or higher in Business or related major

· Demonstrated B2B Sales and/or Client Service Management experience

· Spanish language ability a plus

To Apply

Interested candidates should send a resume and cover letter to:

Preston Kendall

Cristo Rey St. Martin College Prep

3106 Belvidere Road

Waukegan, IL 60085

(847) 287-8741

prestonkendall@cristoreystmartin.org

Cristo Rey St. Martin College Prep

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Director of the Corporate Work Study Program (CWSP)