Executive Director, Cabrini Green Legal Aid

Flexibly Focused

$170K — $190K *
Education, Government & Non-Profit
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Established leadership experience in nonprofit management, preferably as an Executive Director.
  • Strong commitment to criminal justice reform and understanding of systemic challenges.
  • Proficient in managing nonprofit budgets and cash flow, ensuring financial integrity.
  • Experience collaborating with a volunteer Board of Directors and committees.
  • High emotional intelligence with the ability to navigate diverse stakeholder needs.
  • Bachelor's degree required; advanced degree preferred (MBA, MSW, JD).

Responsibilities

  • Lead strategic planning and execute organizational goals with a focus on financial stability.
  • Represent CGLA publicly to enhance fundraising efforts and community engagement.
  • Oversee budget management, ensuring revenue forecasting and financial compliance.
  • Cultivate and secure philanthropic donations from individuals, corporations, and foundations.
  • Manage relationships with government partners and compliance for grants and contracts.
  • Hire, mentor, and retain a diverse staff while promoting high employee satisfaction.
  • Facilitate internal communications and promote employee engagement across teams.

Benefits

  • Comprehensive health insurance with employer-paid premiums for employees and families.
  • 100% employer-paid life insurance and optional flexible spending accounts.
  • Pre-tax benefits for transportation needs and an optional retirement plan with organizational matching.
  • Generous paid time off policy including 'Summer Fridays' and extra wellness days.
  • Paid office-wide closure during the last week of the calendar year.
Full Job Description
Candidate Profile
Executive Director, CGLA

The Opportunity and the Ideal Candidate

CGLA seeks a proven and mission-driven operator, fundraiser, and people leader to serve as its next Executive Director. This leader will leverage CGLA's 53-year legacy of sector-wide influence to set a clear strategy for and execute efficiently against the organization's next phase of impact, with a particular focus on strengthening CGLA's financial foundation and long-term organizational stability. This includes serving as the public face of the organization's fundraising efforts.

CGLA's next Executive Director will possess these key abilities and traits:

Legal Savvy and Community-Centered Commitment to Systemic Transformation
  • Personal and/or professional connection to the lived experiences of CGLA clients; experience working with and in service to historically disenfranchised communities
  • Experience engaging and working alongside diverse partners, including community-based organization staff, individuals impacted by the criminal legal system, elected officials, and government partners, and members of the criminal justice reform ecosystem
  • Commitment to working within an interdisciplinary organizational model; experience working in partnership with social workers and related professionals is preferred
  • Strong working knowledge of the criminal justice and/or legal aid sectors; Illinois law licensure and/or deep familiarity with the Cook County legal landscape is strongly preferred

Strong Operator
  • Excellent financial acumen: strong experience setting and managing large and complex budgets (particularly for nonprofit organizations with diverse or government-dependent funding streams)
  • Experienced planner: proven history of revenue and expense forecasting, managing budget changes, and leading organizations through revenue-positive cycles and periods of fiscal discipline and operational adjustment
  • Goal setting and tracking proficiency: successful track record of setting organization- and/or team-wide strategic priorities and consistently monitoring and reporting progress
    • Working with a Board of Directors to set and monitor goal progress is a significant plus
  • Keen analytic and problem-solving skills with sound judgment in balancing near-term operational realities against long-term mission stability.

Skilled Fundraiser and External Lead
  • Proven track record of cultivating, soliciting and successfully securing five- and six-digit philanthropic gifts from private individuals and families
  • Proven track record of securing philanthropic gifts/investments from corporate and/or foundation partners; success building lasting positive relationships with key decision makers
  • Demonstrated success diversifying organizational revenue streams, with particular interest in candidates who have reduced reliance on government funding through growth in individual giving, planned giving/bequests, and private foundation support
  • Experience managing government contracts and grants, and associated compliance requirements, is a plus
  • Experience working with and managing volunteers, including Boards and committees

Inspirational and Effective People Manager
  • Successful track record of hiring, mentoring, and retaining employees, ideally in diverse roles
  • Proven track record of high employee satisfaction in prior management role(s)
  • Excellent internal communications skills with clear decision-making processes and consistent employee engagement
  • Ability to integrate confidence as a manager with the empathy required to clearly and positively lead a team forward

Required Qualifications
  • Established people management experience; prior experience as an Executive Director or in a comparable role is preferred
  • Unwavering commitment to criminal justice reform and the clear understanding of the deep and systemic challenges that serve as current barriers
  • Direct experience managing nonprofit budgets, cash flow, and financial oversight
  • Experience partnering with a volunteer Board of Directors and/or lay committee(s)
  • High emotional intelligence; demonstrated ability to effectively adapt to the diverse needs of varied partners, including clients, donors, staff, and government representatives
  • Bachelor's degree and sufficient relevant professional experience; relevant advanced degree (e.g, MBA, MSW, JD) is strongly preferred

Salary and Benefits
  • Total compensation is in the $170,000 - $190,000/year range, commensurate with experience
  • CGLA provides a comprehensive benefits package, which includes:
    • Blue Cross Blue Shield health insurance (with a 100% employer-paid premium option for the employee + family), vision insurance, and dental insurance
    • 100% employer-paid life insurance
    • Dependent care and medical flexible spending accounts
    • Pre-tax programs for parking, public transit, and UberPool
    • Optional participation in a Vanguard 403(b) retirement plan, including organization match
  • Generous paid time off, including "Summer Fridays", Wellness Days, and a paid office-wide closure the last week of the calendar year.

Work Environment and Requirements

The Executive Director is expected to:
  • Communicate clearly and effectively, in writing and orally, with a wide range of internal and external parties, including, without limitation, employees, leaders, Board members and outside relations of CGLA.
  • Regularly work from our Chicago office (approximately 2 - 3 days/week on average). .
  • Reliably attend and participate in various meetings (including occasional evenings and weekends) on- and off-site, with internal and external stakeholders.
  • Occasionally travel (within and outside of the Chicagoland area) utilizing reliable personal transportation


All inquiries and applications will be held in the highest confidence. To apply, please submit a targeted cover letter and resume via the provided link; no phone calls, please.

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