Tailored Services for Today’s Legal Challenges

Ann O’Leary provides an integrated suite of services to help government, corporate, non-profit, and academic entities achieve results in today’s multi-faceted policy environment. Ann leverages decades of upper-echelon experience in law, politics, and public service to deliver unrivalled levels of strategic counsel, crisis management, and advocacy. As evidenced by her transformative leadership at critical junctures – including statewide crises and national policy initiatives – Ann is a trusted partner in managing serious legal, reputational, or operational matters.

Strategic Guidance in Government Investigations

With a proven track record at the intersection of government and law, Ann O’Leary offers targeted, practical insights to clients navigating difficult government controversies. Ann, co-chair of Jenner & Block’s Government Controversies and Public Policy Litigation Practice, advises public officials, agencies, or private sector organizations facing regulatory investigations, legislative oversight, or litigation. Her approach is based on strong policy knowledge and sophisticated assessment of political risk which helps prepare clients for investigations, hearings, and media exposure with confidence and poise. Ann has a reputation for working on both sides of the aisle and for problem-solving creatively, making her a valuable ally to anyone working toward satisfying the next chapter of a sensitive dispute or completing a complex policy initiative.

Crisis Response and Planning

In chaotic moments, effective action and thoughtful planning are essential. Ann O’Leary’s record overseeing some of California’s largest crises-including wildfires, utility bankruptcies, teacher strikes and COVID-19-establishes her as one of the top crisis responders in the country. Consulting with organizations to create comprehensive crisis response plans, practice real-time decision making, and streamline stakeholder communications, Ann brings a risk analysis and scenario-based approach that pairs rapid assessment and recommendations with simple, direct messaging. Ann protects reputation, inspires action and delivers results in the wake of crisis to preserve public trust. On the front lines of unexpected events or in the effort to preemptively bolster resiliency and success, Ann’s targeted strategies empower clients to emerge from all circumstances even more prepared for the next.

Advocacy and Thought Leadership in the Care Economy

A nationally recognized expert in paid family leave and the Care Economy, Ann O’Leary is a leading voice in the national movement to advance social policy reforms for working families and inclusive economic growth. Ann is a Fellow at The Century Foundation and co-founder of the Opportunity Institute, a nonprofit that shapes national conversations tackling big challenges in family leave, early education, and economic security. Ann puts her unmatched expertise to work for non-profits, coalitions, and employers looking to change policies or adopt best practices related to supporting care in their workplaces, communities or states. By generating changes at the state and federal level, increasing public understanding of public priorities, and helping organizations lead as an industry exemplar, Ann helps pave a new path for the future of work and care.

Legal Training, Education, and Leadership Coaching

Ann O’Leary is passionate about preparing the next leaders in law and policy. She offers customized education and training programs for teaching institutions, law firms, and public agencies based on her years of experience teaching at Stanford and UC Berkeley Law. Programs include seminars on public policy litigation in state and federal court, crisis management workshops, and courses on leading and managing as a policymaker or lawyer. Through interactive educational sessions, Ann helps build critical thinking, ethical judgement, and practical skills to empower participants to be the change within their companies and communities.

Policy Analysis and Implementation

Delivering effective, responsible policy solutions requires vision and practicality. Ann O’Leary works with governments, businesses, and non-profit organizations to develop, implement, and assess policy solutions to today’s pressing challenges – from economic recovery and workforce development to climate mitigation and education reform. Ann’s experience includes leading large policy initiatives as the Chief of Staff in the Governor of California’s office, and advising on federal transition policy. Clients rely upon Ann’s strategic acumen, extensive stakeholder relationships, and a pragmatic, metrics-driven approach that tackles the things that matter.

Non-Profit Organization Leadership and Community Impact

Ann’s nonprofit executive experience includes board leadership, executive coaching, and launching entrepreneurial social enterprises. She supports mission-led organizations in building strong governance, maximizing impact, and balancing complex funding and policy challenges. From guiding early childhood education initiatives to consulting on advocacy strategies, Ann advises with integrity, vision, and practical knowledge. She collaborates across sectors and focuses on equity to support nonprofit partners in achieving outcomes that lead to deep, lasting change.

Engagement Model and Custom Approach

Ann O’Leary provides services through professional engagement, as a partner at Jenner & Block LLP. Every client is unique – engagements may vary from short-term crisis management to long-term, strategic advice. Various pricing options are available on the basis of scope and engagement complexity, including hourly, retainer, or project-based fees. Introductory consultations are available on request, giving prospective clients an introduction to Ann’s services and an opportunity to discuss their needs and receive a tailored proposal. Ann works with clients across the country, with a focus on organizations that sit at the intersection of government, law, and social policy.

Whom We Serve

Ann O’Leary’s clients include:

• Government agencies and officials facing law, regulation or enforcement
• Corporations confronting government disputes, compliance concerns or policy shifts
• Non-profits in need of strategic guidance for their education, care or economic security programs
• Educational institutions and students with law, governance or social-impact priorities
• Media and opinion leaders seeking expert analysis on pending policy issues or crisis events

Whether representing a city or a Fortune 500, Ann’s national profile and cross-sector experience allows her to create customized, high-value solutions.

Why Ann O’Leary

Clients choose Ann O’Leary for her unmatched combination of experience, insight, and track record of delivering results. Politico called her a visionary leader, and Governor Gavin Newsom referred to her as a national leader in the fight for working families, [and] a best-in-class crisis manager. Ann’s competitive edge includes:

• Dozens of years of government, legal, and policy senior-level experience
• Proven and effective leadership in crisis management and litigation
• Depth and breadth of policy expertise in the Care Economy and paid family leave, and with social policy innovations throughout the Western states
• Top-tier academic pedigree and mentorship to next-generation leaders
• Bipartisan coalition-building and on-the-ground accomplishments

When you work with Ann, you secure a strategic partner who understands and champions your objectives, reputation, and long-term success. To learn more about Ann’s background and expertise, visit the About Ann O’Leary page.

Contact and Next Steps

To find out more about Ann O’Leary products or services or to discuss your requirements and how we might work together, please contact us by email at [email protected] or by telephone on (917) 346 9882. Our registered office is at 150 E 58th St Fl 96 New York NY 10155. Alternatively, please fill out the request form on our website or contact Ann via LinkedIn at linkedin.com/in/ann-o-leary-2a6a6b6/ should you like a tailored proposal. We look forward to understanding more about your needs – tell us more about how we can help and we will be in touch as soon as we can. For more ways to connect, visit our Contact Ann O’Leary page.