Executive Director Chicago

Executive Director

College Possible- Chicago

This Work Is Our Mission

As one of the first and largest college access and success organizations in the country College Possible has spent 25 years helping students turn their college dreams into reality. Weve supported over 100000 students nationwide - and counting - and have been recognized by Inside Higher Education Time Forbes USA Today and The Wall Street Journal for our impact and innovation.

At College Possible we believe talent is universal. For many students the path to college can feel overwhelming or out of reach. Thats where you come in. We provide students with personalized coaching guidance and resources. When you join our team you help students navigate admissions overcome challenges and earn their degrees - making college access and success a reality.

College Possible National Impact

At College Possible the work you do directly contributes to measurable student and alumni success:

• Since 2000 weve supported 100000 students helping them navigate the path to and through higher education.
• Students and alumni have attended 866 colleges and universities across the U.S.
• Students are 3X more likely to earn a bachelors degree within six years.
• Strong alumni outcomes: based on an alumni survey 95% are employed 83% feel fulfilled in their careers and 79% have improved their financial future.

Why Join Our Team

Working at College Possible isnt just a job - its a mission. Youll play a direct role in helping students achieve their educational goals paving the way for brighter futures and being part of a national movement to expand college access and success.

Your Role as Executive Director

As Executive Director of College Possible Chicago you will lead the sites fundraising programs and operations driving local impact and ensuring an exceptional experience for students families donors and community partners. While ensuring Chicago regional priorities and initiatives are successfully implemented you will also serve on College Possibles Senior Leadership Team contributing to national strategy and alignment. Building on the organizations strong regional foundation from the past 11 years you will serve as the external face of College Possible. This includes leading all fundraising activities community outreach efforts and collaboration with the local advisory board to:

• Develop and execute strategies that advance the organizations mission ensuring College Possible students earn admission to and graduate from college at the same rate as their high-income peers.
• Cultivate relationships from a wide range of stakeholders to secure a $4.3M annual budget for fiscal year 2026 and growing year-over-year.
• Inspire and lead a high-performing Chicago team of 45 including 23 AmeriCorps members ensuring the staff have the support and guidance needed to achieve ambitious outcomes for students.

The Executive Director is integral to the culture effectiveness and impact of College Possible:

Site Management and Leadership

• Provide strategic and operational leadership for College Possible Chicago ensuring programs staff and systems are aligned to advance the mission and deliver impact.
• Collaborate with national centralized services to handle human resources information technology finance/accounting and other national departments as needed to ensure smooth execution of local operations.

• Drive regional outcomes and appropriate evaluation across fundraising programming and staff engagement by focusing on high-priority goals championing continuous improvement and using data to guide decision-making.
• Bridge local and national perspectives by maintaining strong collaboration with the National team aligning regional work with broader organizational priorities and long-term goals.
• Inspire and motivate staff board members donors and community partners through clear vision effective communication and relationship-building. Build and sustain strategic partnerships with stakeholders to expand the organizations reach and impact.
• Provide financial oversight by managing budgets monitoring performance and ensuring responsible resource allocation.

• Lead and support a diverse team fostering collaboration accountability and a strong inclusive and mission-driven culture to achieve ambitious results. Ensure staff feel connected empowered and motivated.

• Provide financial oversight by managing budgets monitoring performance and ensuring responsible resource allocation.

• Guide the organization through growth and change with innovation adaptability and strong change-management practices.

Fundraising and External Relations

• Lead fundraising efforts for College Possible Chicago partnering with the Development Team to design and execute strategies that achieve both immediate revenue targets and long-term sustainability.
• Partner with the Chicago Advisory Board to leverage their networks and expertise in cultivating relationships securing resources and expanding organizational visibility across Chicago.
• Engage and activate your own professional and personal networks to broaden the organizations reach amplify fundraising opportunities and strengthen community connections.
• Oversee marketing and communications and serve as the primary external ambassador to elevate the brand: represent the organization at community events engage with key stakeholders and media efforts and position College Possible as a thought leader on education and college access.
• Build and steward strong lasting relationships with individual donors foundations and corporate partners securing substantial and multi-year commitments to advance the mission.

Who Should Apply

The Executive Director of College Possible Chicago will be a bold innovative and mission-driven leader who is energized by the opportunity to expand educational access and success for students. The ideal candidate will be an authentic ethical and collaborative leader who possesses:

• A bachelors degree and authorization to work in the United States.
• At least 810 years of relevant leadership experience including success as a senior leader and demonstrated ability to build and sustain a positive organizational culture.
• A proven record of achieving ambitious goals and driving measurable results through strong management and strategic execution.
• Skilled people manager: adept at recognizing strengths investing in professional growth and fostering accountability while motivating teams to achieve results.
• Demonstrated fundraising success including securing a six-figure gift expanding and diversifying an organizations donor base across individual corporate and foundation funding streams; experience with the Chicago funder community is strongly preferred.
• Adept at cultivating and sustaining relationships with a broad range of stakeholders including staff board members community partners schools and higher education institutions.

Computer/Software Skills

• Strong computer skills including demonstrated proficiency in Microsoft Word Excel PowerPoint Office and experience in database management. SalesForce experience a plus.

Physical Requirements

• Ability to lift up to 15 pounds when needed.
• Office environment with limited travel.
• Ability to stand and/or sit for a minimum of 7 hours a day

What We Offer

As a committed diverse values-based organization we offer:

• A competitive salary commensurate range:$125000-$150000 based on experience
• Excellent benefits including complete health dental life short-term and long-term insurance.
• 401(k) retirement plan.
• Encouraged sustainability through a generous paid time off program.
• Personalized professional development and growth opportunities.
• An opportunity to have a tremendous impact both internally and across the country.

To Join Our Growing College Possible Team

Please apply online at which includes submitting your resume and cover letter.