Alexandra Auguste is an accomplished operations leader and nonprofit strategist with a deep commitment to developing grassroots leadership and strengthening community-driven change. She currently serves as the Chief Operating Officer at the Boston Women’s Fund, where she oversees organizational operations, financial planning, and systems-building to ensure the fund’s mission remains sustainable, accountable, and responsive to the communities it serves. Alex is recognized for her ability to lead with clarity, build strong internal infrastructure, and support teams through growth and transformation.
Alex’s work has always centered on expanding access, opportunity, and resources for leaders who are too often overlooked despite their impact. In 2021, she co-founded Community Leadership Fellows (CLF) to invest in grassroots leaders from Chicago’s Westside. These are individuals driving change in their neighborhoods through advocacy, organizing, storytelling, youth development, and community care. CLF reflects Alex’s strengths in program design, partnership development, mentorship, and leadership training, and was created to ensure fellows are supported not only with learning opportunities, but with relationships, resources, and long-term community.
Through CLF, Alex continues to build a leadership ecosystem rooted in care, community wisdom, and the belief that transformational change happens when we invest in people who are already doing the work.

Jermaine Harris is a 23-year veteran of the Chicago Police Department. He currently serves as a Lieutenant where he develops community-based solutions to violence prevention by collaborating with law enforcement and nonprofit partners. Jermaine is a Chicago native who was born on the city’s Westside where he still resides. He is a graduate of Whitney M. Young Magnet High School and a United States Marine Corps veteran.
Jermaine was selected to serve on Mayor-elect Brandon Johnson’s Public Safety Transition Subcommittee. In 2019, he also served on former Mayor Lori Lightfoot’s transition team for Public Safety and Accountability. He was a working group member of the National Police Foundation Council on Policing Reforms and Race and currently serves as a governor’s appointee to the State of Illinois Racial Profiling Prevention and Data Oversight Board.
Jermaine is a University of Chicago Civic Leadership Academy alum, a Leadership Greater Chicago Signature Fellow, and a member of the Economic Club of Chicago. In 2022 he was named an Eisenhower USA Justice Fellow where he traveled to Ireland and the United Kingdom to explore police and community partnership building. In recognition of the impact he has made in improving safety outcomes, Jermaine was invited to serve as a featured speaker during the White House Conference on Hunger, Nutrition, and Health.

Dr. Angelique Orr is a Social Justice and Solidarity Leader, Master Trainer, and a Learning and Development professional. She has a PhD in Psychology, is certified in TOPS (Teaching Online Pedagogies and Standards), as well as DEI (Diversity, Equity, and Inclusion). Dr. Orr has three decades of experience across professional genres.
Throughout her career, Dr. Orr has proven herself as a trailblazing leader who is innovative and creative in her effort to uplift people and communities. Dr. Orr has served as a governor-appointed board member and committee chair for a nationally acclaimed Illinois diversion program. She has also managed and supported major political campaigns, and coalition efforts that led to legislation and funding for South and West Side communities in Chicago, IL. Her efforts have been integral in developing and implementing several initiatives in the United States and Cape Town, South Africa. These projects include university-based initiatives for alcohol and drug prevention, education, violence prevention, criminal justice, and community organizing.
Over the years Dr. Orr has trained and impacted thousands of individuals in the Midwest, and South Africa. Currently, she serves as the founding Executive Director of WESTSIDE RISING, a nonprofit that works as a regional hub to engage and support the development and well-being of West Side leaders and communities.
Additionally, Dr. Orr owns a consulting firm, “The PhoenixX Institute” that offers training and instruction, program and curriculum design, organizational and leadership development services in Chicago and various projects in Africa.
Moreover, Dr. Orr serves as the Community Leadership Fellows’ (CLF) curriculum designer, learning experience architect, and program facilitator. CLF is a unique fellowship experience designed by and for West Side emerging leaders.
Dr. Orr is intentional about integrating passion projects into her activities. She enjoys traveling, dancing, acting, painting, home improvement, and spending time with her daughters, family, and friends.


Chief of Staff
22nd Ward

President, Kells Park Community Council

Director, Steans Family Foundation

President, Circle of Service Foundation

Sr. Director of Community Collaboration, University of Illinois Chicago

CEO
Village Voice Consulting

Founder and Managing Partner
Inrichmint

Executive Director
Pritzker Foundation


Executive Director, Marc and Jeanne Malnati Family Foundation

Senior Vice President, Wells Fargo

Director, CCS Fundraising

President & CEO, CEDA

Alderman, 22nd Ward, City of Chicago

Vice President, Obama Foundation