Program Management Director

Sidley Austin LLP (IL LLP); Chicago (IL); On-site; USD 232,000 - 330,000; Full time

Benefits offered by this job

Bonus eligibility

Comprehensive benefits

Job summary

Sidley Austin LLP in Illinois seeks a Program Management Director to lead the Data & AI organization, a cross-functional team of ~100 professionals across AI Engineering, Data Engineering, UX Design, Product Management, and Data Governance.

This leader will establish rigorous program management, drive Agile practices, dashboards, OKRs, and governance, while mentoring two Program Managers and partnering with senior leadership.

Qualifications

• Bachelor's degree in Business, Engineering, CS or related field.
• 10+ years in program/project management with leadership experience.
• Proven cross-functional leadership and executive communication.
• Deep Jira/Confluence proficiency and roadmap tooling experience.

Responsibilities

• Lead end-to-end program management across Data & AI initiatives.
• Standardize Agile practices, Jira workflows, sprint planning, reporting.
• Develop executive dashboards for portfolio health and dependencies.
• Define and track OKRs/KPIs with leadership; govern program reviews.
• Mentor and grow a team of Program Managers; drive accountability.

Skills

Executive presence

Jira

Confluence

Agile delivery

Cross-functional leadership

Stakeholder management

Roadmapping tools

Education

Bachelor's degree in Business, Engineering, CS

Master's degree (Preferred)

Tools

Jira

Confluence

Roadmapping tools

Job description

The Program Management Director will be the operational backbone of Sidley's Data & AI organization—a fast-moving, cross-functional team comprising AI Engineering, Data Engineering, UX Design, Product Management, and Data Governance. This leader will instill rigor, accountability, and scalable program management practices across a team of approximately 100 professionals. Reporting to the Product Management Senior Director, this role will inherit and grow a team of two Program Managers and will serve the entire Data & AI organization. The ideal candidate is a meticulous, highly organized operator who thrives in complexity, leads with structure, and is not afraid to hold people accountable—at every level—to milestones, deadlines, KPIs, and OKRs.

Duties and Responsibilities:

• Lead the end-to-end program management framework for the Data & AI organization, ensuring delivery, visibility, and accountability across all initiatives.
• Establish and standardize Agile program management practices, including Jira workflows, sprint planning, backlog management, and reporting.
• Develop executive dashboards to track portfolio health, milestones, resource allocation, risks, and dependencies.
• Partner with Data & AI leadership to define, track, and report on organizational OKRs, KPIs, and strategic priorities.
• Drive operational rigor through structured governance, including weekly, monthly, and quarterly program reviews.
• Proactively identify risks, remove blockers, and implement corrective actions to keep programs on track.
• Lead, mentor, and grow a team of Program Managers while fostering a culture of accountability, continuous improvement, and operational excellence.
• Collaborate with Engineering, Product, UX, Data Governance, and IT teams to manage cross-functional dependencies and deliver strategic initiatives.
• Serve as a trusted advisor to senior leadership on execution planning, organizational capacity, and operational risk.
• Drive adoption and optimization of Jira, Aha!, Confluence, and related collaboration tools as enterprise systems of record.
• Continuously improve program management processes, governance, and tooling to increase organizational efficiency, scalability, and predictable delivery.

Education and/or Experience:

Required:

• Bachelor's degree in Business, Engineering, Computer Science, or a related field.
• Minimum of 10 years of program or project management experience, including at least 5 years in a senior or leadership capacity at a high-performing organization.
• Demonstrated experience managing large, cross-functional programs (100+ person organizations or equivalent scope) with measurable accountability outcomes.
• Deep proficiency with Jira, Confluence, and roadmapping tools—including workflow configuration, reporting, and driving org-wide adoption of standards.
• Proven expertise implementing and scaling agile delivery practices across multi-disciplinary technology teams.
• Track record of building and maintaining OKR/KPI frameworks and driving organizational accountability to them.
• Experience directly managing and developing program management professionals.
• Strong executive presence with the communication and influencing skills to engage senior leadership and firm stakeholders with confidence and clarity.
• Comfortable making the difficult call: holding teams accountable, escalating blockers, and driving decisions when momentum stalls.
• Demonstrated ability to operate effectively in a matrixed, fast-paced environment with competing priorities and evolving requirements.

Preferred:

• Master's degree in Business Administration, Engineering, or a related field.
• PMP, PgMP, SAFe, or equivalent program management certification.
• Experience in a law firm, professional services, or similarly complex enterprise environment.
• Familiarity with AI, data engineering, or data governance domains and the unique delivery challenges they present.
• Experience managing geographically dispersed teams across multiple time zones.

Other Skills and Abilities:

• Strong organizational skills
• Strong attention to detail
• Good judgment
• Strong interpersonal communication skills
• Strong analytical and problem-solving skills
• Able to work harmoniously and effectively with others
• Able to preserve confidentiality and exercise discretion
• Able to work under pressure
• Able to manage multiple projects with competing deadlines and priorities

Applicants must be authorized to work in the United States without the need for employer sponsorship, now or in the future.

The target salary range for this role is: $231,600 - $330,000 if located in Illinois. Salaries vary by location and are based on numerous factors, including, but not limited to, the relevant market, skills, experience, and education of the selected candidate. Our compensation package also includes bonus eligibility and a comprehensive benefits program. Benefits information can be found at Sidley.com/Benefits.

Sidley Austin LLP is an Equal Opportunity Employer. Sidley is an elite global law firm with a known reputation of deploying innovative strategies to achieve powerful results. Business professionals are essential to the firm’s ability to deliver the highest quality legal services to our clients. We are always looking for talented, motivated individuals who thrive in a performance-driven culture to join our team. We encourage you to explore current openings and check back for future opportunities that align with your skills, experience, and career goals.

Sidley employs approximately 2,300 lawyers working with our clients in complex transactional, restructuring, crisis management, investigation, regulatory, and litigation matters. Our 160 years of perspective and reach are truly global, supported by 21 offices strategically situated in key commercial, regulatory, and financial centers across the world. Our lawyers and business professionals, fluent in more than 75 languages, possess the cultural awareness and cross-border legal acumen needed to bring clarity to a dynamic business landscape.