Who We Are

Sylia Obagi

A rare combination of financial acumen, strategic insight, and a passion for impact.

Architect of family foundations ranging from assets of $100M to $2B.

Strategist

Innovator

Collaborator

Problem Solver

Generative Leader

Sylia Obagi

Biography & Founder’s Journey

Sylia Obagi is a transformative leader, innovator, and coalition builder in philanthropy. With a rare combination of financial acumen, strategic insight, and a passion for impact, Sylia Obagi is redefining what it means to lead with purpose in philanthropy. As the Founder of The Generative Group, she partners with donors, family foundations, and social-purpose organizations to align their core values with bold and meaningful philanthropy. Sylia is a recognized expert in family philanthropy, governance, strategy, next-gen succession, finance, and organization development, having designed mission-driven strategies for private foundations with assets ranging from $100 million to $2 billion.

Most recently, Sylia was the founding Executive Director of the Winston Family Foundation, where, in partnership with the board, she envisioned, designed, and launched Project One Health, a $21M, multi-year initiative combating the epidemic of youth mental health linked to excessive screen time and an indoor lifestyle. She designed a nationally replicable model that serves over 1,000 youth annually and utilizes grants, PRIs, public service campaigns, convenings, cross-sector partnerships, and capacity-building to maximize Winston’s impact and reach.

Before Winston, she served as Vice President of Operations & Finance of the Arthur M. Blank Family Foundation, supporting a multi-generational family foundation and the philanthropy of the Blank Family of Businesses: the Atlanta Falcons, Atlanta United, Mercedes-Benz Stadium, PGA Tour Superstores, and Montana Ranches. She was pivotal in supporting Arthur Blank’s most significant legacy grant investments of hundreds of millions of dollars, scaling the organization to deliver on Arthur’s 10-year, $1.5B giving pledge and fulfilling a complex portfolio of grants, PRIs, in-kind grants, direct charitable activities, and employee giving.

Accomplishments

Sylia has been an executive leader for over 20 years leading and scaling private foundations and their philanthropic strategies.

Sylia has launched cutting-edge initiatives, projects, and place-based collaborations that have achieved significant impact.

Our Partners

Sylia is complemented by a team of highly skilled, best-in-class issue-area specialists or business functional expertise who are engaged to help clients achieve their unique goals and priorities.

Experts join the engagement based upon the client’s desires and agreed upon roadmap.

  • Bill Chiaravalle

    Brand Navigation

    Branding
    Visual Storytelling
    Website & Digital Media

  • Deborah Chay

    Deborah Chay

    OE Consulting

    Strategic Expertise and Support for Family Offices
    Talent Recruiting

  • David Greco

    Social Sector Partners

    Nonprofit Financial Sustainability
    Nonprofit Capital Strategies

  • Laura Phelps

    StoryLens PR

    PR
    Media Strategy
    Narrative Storytelling

  • Dave Sternberg

    Loring Sternberg

    Governance Strategies
    Major Gift Development
    Capital Campaigns

  • Angie Jean-Marie

    Fait La Force Strategies

    Grantmaking Strategy
    Multi-generational Engagement
    Social Impact Campaigns.

  • Hanne Volkaerts

    Creating Curiosity

    Marketing Strategy
    Creative Production
    Advertising

Our Clients

We maintain confidentiality agreements with our clients, however, the following are a sample of our clients we can share.