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