Jessica Orkin,
Chief Executive Officer
Since joining SYPartners in 2013, Jessica Orkin has been a trusted partner to CEOs and boards steering through defining moments—guiding companies including Airbnb, AARP, the Aspen Institute, Hyatt, the Obama Foundation, Ralph Lauren, Starbucks, and UnitedHealthcare to align around bold visions and build the human systems to realize them.
Jessica is known for bringing a different lens to leadership—one that fuses creative audacity with strategic clarity and sees culture as a source of competitive advantage. She’s a frequent speaker on emergent leadership, organizational courage, and purpose-aligned growth in an era of massive uncertainty and opportunity.
She began her career in public policy, working with the City of New York, the Ford Foundation, and policy think tanks before turning her focus to the intersection of human behavior, design, and systemic change.
Jessica divides her time between New York, Portugal, and the many cities where SYP’s partners and clients are shaping the future. She serves on the board of urban strategy and design firm Gehl and is a senior advisor to Proto Collective and beta-i.
As CEO of SYPartners, Jessica leads business transformation fueled by humanity, creativity, and purpose—both for clients and for the firm itself.
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Fortune Most Powerful Women 2025. The power of a courageous question.
Aspen Ideas Festival 2023,Is purpose still powerful?Fortune Brainstorm Design 2022:A declaration of interdependence
Emergent leadership:A conversation series on love, power, and leadership
House of Beautiful Business,Designing for structural love in organizations
LinkedIn,Building iconic companies of the future
Fortune,The design challenge of hybrid work
Liminal leadership:An exploration in six acts
House of Beautiful Business,The Human CEO
On the Way to New Work,#159 Podcast mit Jessica Orkin, President SYPartners New York
Press release,Announcing our new CEO, Jessica Orkin
Journal of Beautiful Business,Swept Away, So Close.
Psychology Today,Can We Please Stay in This Space a Bit Longer?
Forbes,President Of SYPartners Explains How Practicing Design Thinking Transforms Company Culture
Adobe 99U,How Deep Listening Can Help You Be More Creative
Quartz,The Way We Portray “Old People” is Hurting Them at Work