COBB PLANNING GROUP

The office is understood to be run jointly by Ambassador Charles Cobb and Ambassador Sue Cobb, with an emphasis on direct oversight rather than a formalized investment committee. Given Charles Cobb's background as CEO of Arvida and Sue Cobb's legal and diplomatic experience, investment decisions likely reflect a consensus-driven approach rooted in the sectors they know best — real estate and hospitality.

Deal flow is predominantly relationship-driven, stemming from Charles Cobb's decades in Florida real estate development and his network of senior business and civic contacts. The couple's diplomatic connections — Charles as Ambassador to Iceland and Under Secretary of Commerce, Sue as Ambassador to Jamaica — provide additional proprietary access to cross-border opportunities, particularly in the Caribbean.

Cobb Planning Group is a single family office managing the assets of the Cobb family. While it bears the hallmarks of a real-estate operating principal's vehicle — earning it descriptions as a 'family office with an owner-operator DNA' — it does not market itself as an investment firm, does not raise outside capital, and maintains a low public profile consistent with a pure single-family-office structure.

The office primarily executes direct investments, particularly in real estate, hospitality, and development projects. There is no public record of the Cobb office acting as a regular limited partner in third-party private equity or venture funds, consistent with a family that has historically made and managed its own operating bets.

The Cobbs have historically favored mature, cash-flowing assets — especially existing hotels, commercial buildings, and land parcels in path-of-growth Florida markets — rather than early-stage venture or startup equity. This reflects Charles Cobb's operational background scaling established development platforms rather than incubating new ventures.

The foundational wealth traces to Charles Cobb's tenure as CEO of Arvida Corporation, a Disney subsidiary that developed large-scale planned communities in Florida beginning in the 1960s and 1970s. Subsequent gains from hospitality investments, private equity, and real estate holdings have compounded the family's assets. Sue Cobb's career as a senior attorney and former co-owner of the Miami law firm Cobb & Cole also contributed.

Yes. The Cobbs have directed substantial philanthropic giving through named initiatives at the University of Miami, including the Sue and Leonard Miller Center and the Cobb Family Fellowship. Charles Cobb has served on the board of the Knight Foundation. No separate 501(c)(3) associated directly with the family office has been publicized, suggesting giving is conducted through personal and foundation relationships rather than a standalone Cobb foundation.