College Possible Leadership Team
  • 15-Jan-2020 (CST)
  • Tracy McMillan
  • Milwaukee, WI, USA
  • Full Time
  • Open Until Filled


EMPLOYMENT Full-Time Exempt





Milwaukee, WI



Vice President of Site Operations



College Possible is a growing nonprofit coaching students from low-income backgrounds to and through college to break the cycle of poverty and empower the next generation of leaders. Our model has earned national recognition: the inaugural Evergreen National Education Award recognized our leadership in increasing access to and success in college for students from low-income backgrounds. It also earns top-of-field results: a Harvard study found that the program more than doubles a student's chance of enrolling in a four-year college, and our students are four times more likely to become college graduates than their low-income peers.


College Possible has a budget of $22 million, more than 140 full-time employees and more than 270 AmeriCorps and VISTA service members. During the 2018-19 school year, we will reach an estimated 25,000 students in all 50 states, at more than 90 partner high schools and more than 350 colleges.


College Possible is committed to diversity, equity and inclusion, and seeks to build a diverse workforce to create impact in partnership with the communities we serve.  We welcome a diverse pool of qualified applicants.  For each of its positions, College Possible is mindful about what best serves our students, and seeks to hire staff with relevant experience, skills and aptitude, and a commitment to the power of education. To learn more, see our Diversity and Inclusion Plan.


Headquartered in Saint Paul, Minnesota, College Possible also operates in Philadelphia, PA; Chicago, IL; Milwaukee, WI; Omaha, NE; Portland, OR; and Seattle, WA; and has Catalyze partnerships in Minnesota, Iowa, Tennessee, Maryland, New York, California, and Ohio. We're joining forces with colleges to achieve a transformational impact: by 2021, we will partner with 400 colleges to reach 50,000 students. 


To learn more, visit





Our Mission

College Possible is making college admission and success possible for students from low-income backgrounds through an intensive curriculum of coaching and support.

Our Commitment

We are committed to providing the tools, strategies, and support that students from low-income backgrounds need to navigate and overcome systemic barriers to college graduation.

Our Vision

We envision a day when the future of America's children is determined solely by their talent, motivation and effort.

Our Ideals

The heart and soul of College Possible's culture is found in the traits of an Idealistic Leader.


We are dedicated to creating and maintaining an inclusive culture that embraces diversity. This commitment is realized through a comprehensive, action-oriented, Diversity and Inclusion Plan that promotes a welcoming and equitable environment throughout all levels of our organization.



The Executive Director is responsible for the overall operations of the College Possible location in Milwaukee. The Executive Director Milwaukee serves as the external face of College Possible to the local community and the various stakeholders of College Possible.






  • Serve as the general manager of the Milwaukee location and as the leader of the Milwaukee office and College Possible's work in the region while directly supervising the Program and Development Directors and oversee a team that consists of an Operations Specialist, Development team members and several AmeriCorps Program staff members. 
  • Build and collaborate with the Local Advisory Board to develop a strategic plan for the site, and to maintain community relations, determine programmatic direction, identify potential supporters, and ensure program satisfaction. 
  • Instill and develop the organizational culture, one of the key components to our success as an organization. 
  • Provide active site leadership in all operational areas including human resources, budgeting, and finance/accounting, by working collaboratively with national staff members in support of these functions. 




  • Design and implement funding strategies to support for College Possible's programs in Milwaukee
  • In collaboration with national leadership, develop strategies to build and cultivate relationships with new individual donors and increase their level of engagement with the organization
  • Partner with the Development Associate to enhance relationships with new and current institutional partners including foundations and corporations
  • Serve as a thought-leader on issues of education and college success by participating in events and meetings with community partners, key foundation contacts and the school district
  • Continue to establish the College Possible brand identity in the community by overseeing marketing and communications efforts



  • Oversee the work of the Program Manager to develop and implement the College Possible program in the local service area
  • With support from the National program team, maintain and enhance the standard for College Possible, both internally and externally, while ensuring fidelity to our program model and achieving key metrics 
  • Ensure appropriate evaluation of program efforts and maintain a results-focused orientation across every aspect of College Possible's work in Milwaukee



  • Helps to create College Possible brand identity in the community. Oversees marketing and communications efforts in the local community in close collaboration with the national communications department and the local External Relations & Operations Coordinator
  • Serves as the organization's main spokesperson in the community
  • Provides strategic direction for special events and media efforts



  • Provides active site leadership in all operational areas, including: human resources, information technology, facilities management, purchasing, budgeting, and finance/accounting.
  • Works collaboratively and in partnership with College Possible National HQ Staff.
  • Directs the work of the local External Relations & Operations Coordinator and ensures compliance with all applicable laws, regulations, rules, and College Possible policies and standards.



A successful candidate for the Executive Director position will possess at minimum a significant number of years of relevant non-profit experience with corporate and/or non-profit institutions. This includes but is not limited to the following required knowledge, skills, and abilities:


  • Passion for the mission, vision and values of college preparatory, access and undergraduate matriculation and degree attainment ...
  • Demonstrated leadership competencies including but not limited to: Centered on the Mission; Builds a Flourishing Culture; Communicates Clearly and Directly, Extends and Builds Trust, Shows Courage, Uses Evidence to Drive Results and Develops Self and Others
  • Significant experience and success as a senior leader in an organization, including, but not limited to, success in building and enhancing organizational culture
  • Prior fundraising or development experience required, with proven track record of expanding an organization's donor base through collaborative relationship-building; experience with the Milwaukee funder community is preferred
  • Evidence of a results orientation in management and a record of achieving desired outcomes
  • Excellent Board Development and stakeholder relationship management skills; strong collaborative, interpersonal, negotiation, persuasiveness and influencing capabillites



In addition to the requirements below, College Possible staff and service members are expected to demonstrate the Idealistic Leader traits of Strive to be Delightful, Energize those in your Presence, Keep Your Eyes on the Prize, Challenge Cynicism, Practice Empathy, Learn to be Grateful and Have Fun, as expressed in our organizational value statement and have a significant commitment to the mission of helping low-income students earn admission to college and persist toward degree completion. Towards these ends, we seek candidates with the following personal attributes critical for success, including but not limited to:


  • Demonstrated leadership skills that inspire and motivate others
  • Executive presence, results-orientation, and competitive drive
  • Collaborative style and skill in building teams and developing people
  • Balanced processing of and respect for differing/disparate perspectives
  • Self-awareness and emotional intelligence/EQ skills
  • High ethical standards and integrity aligning with the Commission's values
  • Authenticity and transparency
  • High integrity; fair and honest
  • Strategic planner and experienced tactician
  • Ability to adapt to College Possible's culture and effectively assimilate into its organization
  • Analytical thinker, who synthesizes complex policy matters, identifies related business impacts and develops/executes communication strategies
  • Exhibit strong judgment and focused decision-making skills
  • Ability to work at all levels of the organization and develop a close rapport with other colleagues, constituents, and employees
  • Strategic thinker who can communicate and implement the vision/plan for growth of the local organization




  • Outstanding problem solver with an entrepreneurial spirit
  • Excellent written, verbal communication, and presentation skills
  • Self-starter with the ability to juggle multiple projects and deadlines simultaneously
  • Flexible and adaptable to change
  • Comfort with budgets and financial management
  • Strong computer skills, including demonstrated proficiency in: Microsoft Word, Excel, PowerPoint, Office and experience in database management





  • Establish and cultivate positive and productive relationships across all College Possible constituencies: Board, CP HQ Leadership, Staff, Partners, Donors, Grantors, AmeriCorps,
  • Fosters a smooth transition by listening, learning, and deliberately and strategically managing change
  • Successfully maintains staff morale and retains key staff as needed
  • Makes appropriate inroads with and moves the needle to meet Milwaukee site fundraising, development and philanthropy goals and milestones




  • Bachelor's degree required in a related field; Master's degree preferred
College Possible Leadership Team
  • Apply Now

  • * Fields Are Required

    What is your full name?

    How can we contact you?

  • Sign Up For Job Alerts!

  • Share This Page
  • Facebook Twitter LinkedIn Email
Serve Results Locations About Give Logo Americorps Application Donate Twitter FB Insta Resources