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Employment Opportunities

Listings are available to apply for online at our Career Center. Please read the individual job posting for more details on how to apply.

Please, no phone calls.

Executive Director and Chief Executive Officer

Executive Director and Chief Executive Officer

Old Town School of Folk Music seeks a creative, strategic, and visionary leader to serve as its next Executive Director and Chief Executive Officer. This individual will unleash the possibility within the OTS community and guide OTS in its continued success and growth as a renowned and trailblazing community arts organization.

For more information please visit the search profile page at Diversified Search Group.

Director of Human Resources

Director of Human Resources

The Old Town School of Folk Music seeks a Director of Human Resources (DHR) who is committed to supporting a high-functioning, diverse, inclusive and positive work environment. The DHR will provide overall HR leadership and collaborate with the CEO, Senior Leadership team, board and staff to develop and implement HR initiatives focused on creating a culture of engagement, inclusion and excellence. The Old Town School has a budget of over $12 million and approximately 350 employees, the majority of whom are part-time unionized teachers.

The DHR manages the day-to-day operations of the Human Resources department and the administration of human resources policies, procedures and programs. Key areas of responsibility include HR planning and strategy, employee and labor relations, diversity, equity and inclusion, job design and organizational structure, compensation, compliance with applicable laws, policy and procedure development, recruitment and onboarding, performance management, learning and development, benefits and wellness, and safety and health.


  • 7 to 10 years experience in Human Resources required, including direct experience with labor relations and union negotiations. Strong HR Generalist background needed. Direct supervisory experience required.
  • Experience in a not-for-profit education or arts environment desirable.
  • Bachelor's degree in Human Resources, Organizational Management, Business Administration or related field (or equivalent work experience) required. Master's degree desirable. Current HRCI Certified Senior Professional (SPHR) or SHRM Certified Senior Professional (SHRM-SCP) preferred.
  • Excellent analytical and computer skills. Proficient in Microsoft Excel and Word, and in HRIS/payroll systems. Experience with ADP Workforce Now helpful.
  • Highly organized with effective leadership skills in a fast-paced, highly collaborative and fluid work environment. Strong leadership and managerial skills to oversee the HR department and work with employees at all levels of the organization.
  • Proven track record of effective and efficient project management.
  • Proven commitment to diversity, equity and inclusion. Experience managing DEI initiatives strongly preferred.
  • Must be able to communicate complex or sensitive information in a clear manner both verbally and in writing, and handle confidential information with discretion.
  • Ability to navigate complex and challenging relationships and interactions among staff with tact and diplomacy, and guide others to do so.

    Key Responsibilities

  • Responsible for all human resources functions, programs, procedures, legal processes, records, data, and budgets, including providing up to date documentation of HR processes and policies. Coordinates all HR initiatives with the Senior Management team.
  • Conducts planning for HR activities in collaboration with the senior management team, including cost savings, budget and expense controls. Provides analysis as needed. Monitors and reports on progress quarterly or as needed.
  • Provides counsel and support to all managers regarding employee and
    labor relations issues, including disciplinary actions, grievances, contract interpretation, performance evaluations, performance improvement plans and terminations. Conducts investigations including those related to harassment and discrimination.
  • Participates in union negotiations and labor management meetings. Ensures compliance with collective bargaining agreement. Implements new initiatives and requirements as needed due to contract negotiations or other internal agreements with the union.
  • Manages/oversees diversity, equity and inclusion program activities. Ensures equitable treatment for community members, including staff and faculty.
  • With CEO and others as appropriate, develops strategies and implements changes to organizational structure.
  • Researches, analyzes, and builds job descriptions and compensation structures. Reviews, creates and updates job descriptions in collaboration with the Senior Leadership team and Managers.
  • Keeps organization up to date and in compliance with appropriate governing agencies and federal, state and local regulations concerning employment. Maintains knowledge and understanding of current regulations, nonprofit employment and compensation trends, current best practices, new developments, and applicable laws.
  • Creates new policies and updates existing policies where applicable.
  • Oversees recruitment process as well as onboarding and retention programs for all exempt and nonexempt positions including interns and temporary employees.
  • Develops and manages performance review process, providing appropriate documentation, training, and instructions to all employees.
  • Works with managers and vendors to plan and implement appropriate training programs.
  • Manages employee benefits and wellness initiatives, including broker relations, communication of information to employees, and maintenance of data.
  • Develops and implements plans to promote employee engagement, health, and safety where appropriate.
  • Consults with legal counsel as appropriate to address personnel and labor union matters.
  • Manages unemployment programs.
  • Maintains personnel files and HRIS payroll system data. Provides reporting as needed Ensures collection of necessary employee documents and information.
  • Supervises HR Manager, HR Generalist, and HR Coordinator.

    If interested and qualified, please apply through our Career Center.

  • Customer Service Associates (PT)

    Customer Service Associates (PT)

    The Old Town School of Folk Music is seeking friendly and detailed part-time Customer Service Associates for Lincoln Square and Armitage locations. Must be available to work evening and weekend hours.

    Responsibilities include registering students, selling tickets to shows, answering phone calls, and providing information to visitors. Customer Service Associates are frequently the first point of contact with whom students, guests and visitors interact.

    Applicants must be responsive, articulate, and willing to pitch in where needed. Three years of customer service experience and proficient computer skills are required. Bilingual Spanish skills are highly desired. The ability to play at least one instrument at an intermediate level is strongly preferred. The capacity to communicate effectively with diplomacy and tact is essential. Problem solving skills and sound judgment are critical as well as well. Must be able to work independently and be accurate when performing transactions (i.e. cash handling, registrations, etc.). An interest in art, dance, theatre, and education is helpful.

    Discounts at the school and some voluntary benefits are available for part-time employees.

    To be considered for this role, please apply through our Career Center.

    Cafe and Space Rental Manager

    Cafe and Space Rental Manager

    Reports to: Senior Director of Operations
    Supervises: Cafe and event rental staff (3-5 employees)
    This position is exempt from tips.

    Occupational Summary: Manages budget and operations of the Old Town School Cafés, Develops and Manages Space Rentals, acts as event staff and bartender.

    Qualifications: Two years of restaurant or food service management experience required, including beer and wine service. Health and safety certification required. B.A.S.S.E.T. (Beverage Alcohol Sellers and Servers Education Training) certification required. Must be at least 21 years old. Basic accounting skills required. 2 years experience with event management and business development. Strong detail orientation and organizational skills required. Ability to work on multiple projects required. Must be able to communicate effectively in verbal and written form. Excellent customer service skills required. Bi-lingual Spanish ability preferred. Must be able to work a flexible schedule including nights and weekends.

    Physical Requirements: This work requires the following physical activities: reaching, bending, stooping, lifting, standing, walking, finger dexterity, grasping, feeling, repetitive motions, talking, hearing and visual acuity. The work is performed primarily indoors in a cafe and venue environment.


    Event Management

  • Develop and manage space rentals for the Old Town School of Folk Music, including promotion of available opportunities
  • Build comprehensive event plans including floorplans, space needs, schedules, etc.
  • Ensure detailed execution of meetings and events, including ensuring set up of events and anticipating potential conflicts
  • Respond to clients' events needs promptly and act as a liaison between OTSFM and client
  • Assists with coordination and execution of major OTSFM events, including Square Roots and Fretboard Summit

    Cafe Management

  • Hires, schedules and supervises café staff.
  • Plans and implements bar menu items and presentation.
  • Maintains inventory and orders supplies.
  • Budgets, manages, and records financial transactions.


  • Maintains health and safety requirements for café, events, and staff.
  • Provides input regarding policy, planning, and improvements.
  • Prepares drinks and acts as staff for events
  • Troubleshoots problems as they arise
  • Communicates effectively with other departments
  • Coordinates seasonal decorations and art installations for the school
  • Other duties as assigned

    To be considered for this role, please apply through our Career Center.

  • Equal Employment Opportunity

    Old Town School is committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and employees. Old Town School strives to be an inclusive and equitable organization that is reflective of the diversity of the city of Chicago. We seek to recruit, develop and retain the most talented people from a diverse candidate pool. This is critical to our success as a community focused organization.