Director of Corporate Work Study Program

Lead a Team, Transform Student Futures: Director of Corporate Work Study Program

Cristo Rey Jesuit High School is seeking a dynamic Director of the Corporate Work Study Program (CWSP) to inspire and guide a high-performing team, ensuring an outstanding professional experience for our corporate partners and students. In this role, you will shape a best-in-class program that empowers students from diverse backgrounds in Milwaukee, WI, providing both real-world work experience and support for their academic and personal growth.

Join us in advancing our mission to deliver an affordable, Catholic, college-preparatory education, combined with meaningful work experiences and spiritual development, preparing students for success in college, careers, and life.

Cristo Rey Jesuit High School - Who We Are

Cristo Rey Jesuit High School is part of a national network of 41 high schools that transform urban education through a unique integration of college-prep academics, professional experience, and spiritual formation, with a focus on students of limited financial means. As a private, Catholic, Jesuit high school serving 450 students, Cristo Rey Jesuit's mission is to provide an affordable Catholic secondary education with a college-prep curriculum and a Corporate Work Study Program (CWSP) to prepare graduates for success in college, work, and life.

The Cristo Rey team believes that a sound intellect is only one important component of preparation for college and life. Through both their CWSP experience and intentional opportunities for character and spiritual growth within the school day, Cristo Rey students develop the work ethic, resilience, confidence, empathy, openness to growth, and commitment to justice that help ensure their long-term success and enable them to lead by example.

Position Summary

The Director of CWSP position has core managerial responsibilities across the three CWSP areas: Client Relations, Student Services, and Operations. The position will be a key contributor to CWSP's vision and overall goals, leading the alignment, integration, and execution of the team's work. This position will guide the team in implementing effective, efficient processes that drive student and client success and deliver positive financial results for the school. This position will maintain positive, collaborative relationships with students, school personnel, work-study partners, and external Cristo Rey supporters while serving as a brand ambassador. This position will foster a cohesive team culture in collaboration with the VP of CWSP and support the professional development of each team member.

Responsibilities

Overall Management

• Leads the CWSP team and provides guidance, mentorship, and supervision for the day-to-day operations of the CWSP program. Delegates authority for decision-making appropriately while maintaining responsibility for all outcomes.
• Contributes to the vision and development of the CWSP strategic plan and works with all members of the internal and external team to execute on its initiatives and events.
• Implements continuous improvement practices to improve process effectiveness and efficiency.
• Hires, manages, and evaluates the performance of CWSP direct reports.
• In collaboration with the Vice President of CWSP, monitors CWSP financial results and operating performance and makes necessary adjustments.
• Utilizes Salesforce.com and other systems to manage and maintain critical information on student outcomes and the existing relationships within the client base.
• With the VP of CWSP, ensures that critical relationships with stakeholders are maintained and, where possible, grown.
• Supports the VP on all administrative and non-administrative tasks and initiatives associated with sales generation, new program development, jobs committee, and board deliverables.
• Oversees student worker supervision, development, training, and evaluation.
• Other duties as assigned.
  
  

Student Services

• Manages student work preparation, such as job descriptions, freshman orientation, business preemployment requirements, onboarding work, student performance evaluations, and Department of Labor compliance documentation.
• Oversees the student placement process to ensure the best fit for work placements.
• Oversees student timesheet, student discipline, student retraining, student behavior management, student celebrations, Draft Day, student profiles, and CWSP calendar.
• In alignment with the Vice President, guides the development and execution of Career Pathways (i.e., CNA, Education, etc) to enhance student and client success in collaboration with CWSP team, school personnel, College and Alumni team, and external partners (including businesses, industry groups, colleges, and public sector).
• Responsible for upholding all CWSP policies as outlined in the policy handbook for student behavior, up to and including recommendations for student dismissal.
  
  

Client Relations

• Collaborates with the Vice President to build new student workplace opportunities within the client base and to maintain relationships with key personnel within current student work partners and placements.
• Under the Vice President's direction, guides the client relationship management strategy as it pertains to employer partnerships, renewals, and upselling. Includes "time in territory" management, client onboarding and supervisor training, CRM management, site visit compliance, and student engagement with employer assignments.
• Recommends, plans, and executes programs, events, or practices to drive partner retention and engagement.
  
  

Operations

• Oversees legal and policy compliance, safety protocols, and management of CWSP student records.
• Oversees all aspects of student transportation, including van driver recruiting, hiring, training, and performance management, route planning, and student dismissal/pickup. Works with 3rd-party transportation providers as needed. Collaborates with Finance, Facilities, and school personnel on fleet management.
• Oversees summer work and summer bridge programming.
• Transports students to and from work as needed.
  
  

Qualifications And Skills

• Bachelor's degree in business or business-related field;
• A minimum of 3 years of experience in a director-level position;
• Strong relationship management experience, both internally and externally (across all levels of an organization);
• Experience working in business or workforce development preferred;
• Superior written and oral communication skills;
• Strong interpersonal and creative problem-solving skills
• Excellent organizational and administrative skills;
• Proficiency in Spanish is desired
• Ability to work effectively as part of a team and efficiently as an individual in a fast-paced environment;
• Technology skills desired for use of Salesforce, Power School, Google, and Excel databases;
• Flexible and adaptable in a time-sensitive, task-based environment;
• Commitment to the Mission and Values of Cristo Rey Jesuit Corporate Work Study Program;
• Sensitive to the ethnic, racial, and religious backgrounds of the student body;
• Must possess a valid Wisconsin driver's license and an acceptable Motor Vehicle Report.
  
  

Cristo Rey Jesuit High School Milwaukee is an equal-opportunity employer. It does not discriminate based on age, race, color, sex, national and ethnic origin, or any other basis prohibited by law when hiring, promoting, establishing wages, or providing benefits.