Sean McDermott

Entrepreneur, CEO of Windward Consulting, and Builder of SYYNCH in New York City

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Sean McDermott is a technology entrepreneur and CEO of Windward Consulting Group, a digital transformation firm he founded in 1997. Windward specializes in enterprise platforms, IT operations, and ServiceNow implementations for large organizations.

Earlier in his career, Sean founded RealOps, an IT automation company that was acquired by BMC Software in 2007. He later co-founded App47, a mobile security platform used by enterprises to manage secure mobile applications.

Today, he is building SYYNCH, a digital platform for watch collectors focused on ownership tracking, market insights, and community.

Sean lives in New York and is passionate about mechanical watches, technology innovation, and building companies that scale.

  • Work
    • Windward & SYYNCH
  • Education
    • Villanova University