Milwaukee, WI

President & CEO, Big Brothers Big Sisters of Metro Milwaukee

The Organization

For 47 years, Big Brothers Big Sisters of Metro Milwaukee has created and supported mentoring relationships that ignite the power and promise of youth. During the history of this organization, more than 50,000 young people have had their lives changed through Big Brothers Big Sisters. Big Brothers Big Sisters (BBBS) has done this by creating meaningful, purposeful, relationships between adult volunteers and children in the Metro Milwaukee area. Nearly 90% of the youth served come from low-income households, 65% have been raised by a single parent, and 85% are people of color. It has never been more vital to break the cycle of poverty and provide equal access to opportunities.

The demand for BBBS services has never been greater. This organization is an essential asset in the Milwaukee community, strengthening the networks of services available to vulnerable families.  Research proves that one-on-one mentoring fosters developmental, educational, and lifelong success in youth.  BBBS will need to be creative and inventive in its programs in the new post-Covid world. To continue to have impact and serve the youth who are the citizens and community leaders of tomorrow, the tried-and-true model will need to be one of the programmatic options, not the only option, to meet the current and future needs of youth facing adversity in Metro Milwaukee.

Position Overview

BBBS seeks a leader who is passionate about the transformational power of mentoring. This leader will work collaboratively with stakeholders, partners, donors, volunteers, Board, and staff in a dynamic operating environment. This person nurtures a culture that is grounded in a shared vision, fosters vibrant teamwork, pursues quality, supports equity and diversity, and engenders mutual respect. This dynamic leader will inspire stakeholders, community leaders, partners, donors, Board, and staff to work collaboratively to achieve the vision of BBBS as a place where everyone can prosper and reach their full potential.

This is a high-energy position for a dynamic leader who is excited about expanding opportunities for youth through the impact of mentoring.  This results-oriented innovator works collaboratively with teams and diverse constituencies to achieve goals. This person will be aware of the social injustices in the community and will be actively incorporating BBBS mentoring services into the community solution.

Valuing diversity, equity, and inclusion and demonstrating those values through all aspects of this leader’s work will be critical to this role. Being a strong advocate for the organization, the staff and themselves will be highly valued. A collaborative style, servant leadership mindset, dynamic personal presence, natural optimism, humility, good listening skills, and a sense of humor are important personal attributes we seek.

The candidate will possess a bachelor’s degree or equivalent education in management or a related field and senior executive experience in an organization of a comparable budget, staff, and program size and complexity. A master’s degree is preferred. Demonstration of continuing professional education, accreditation in a professional field and/or nonprofit board leadership would be highly desirable.


The salary range for this position is between $155,000 and $175,000 and will be commensurate with experience. The compensation package will be inclusive of a board-designated annual bonus of 10% of base salary with the ability to double the bonus based on performance and at the discretion of the Board. BBBS offers a benefits program that is inclusive of but not limited to a group health (PPO plan), dental, vision, nine paid holidays, paid time off, and a retirement savings program.

How To Apply


To apply, please submit a current resume and letter of introduction to Kittleman & Associates, LLC at (click on the Apply button at the bottom of the page). For more information about Big Brothers Big Sisters of Metro Milwaukee, visit


 Big Brothers Big Sisters has a sincere commitment to equal employment opportunity and affirmative action. The agency supports hiring and promoting employees on the basis of qualification without regard to race, age, color, religion, national origin, gender, marital status, sexual orientation, veteran status, disability, or any other federal, state, or local protected class. All qualified applicants will receive consideration without regard to the above-named characteristics. Further, all employees are required to have and provide a proof of identity and authorization to work in the United States.

All personnel actions, such as recruitment, selection, placement, training, compensation, fringe benefits, and terms and conditions of employment, will be administered without regard to the above-named characteristics. All staff members are expected to comply with this policy. In order to maintain a diverse workforce that is representative of the agency’s client population, BBBS will conduct targeted employee and volunteer recruitment utilizing a diverse group of agencies and publications.

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