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Dewayne DerozzoDD

Dewayne Derozzo

Fractional Chief Operating Officer

€1,312/day
New York, US
15+ years

Average response time: 1 hour

About Dewayne

Fractional Chief Operating Officer helping founders, CEOs, and executive teams scale their businesses through stronger operations, product execution, and commercial strategy.

I build the operating systems that enable companies to grow with confidence. Whether you're preparing for your next stage of growth, launching a new product, improving execution, or creating alignment across leadership, I bring the structure, accountability, and operational discipline needed to move faster without losing control.

Over the past decade, I've led transformation across AI, SaaS, healthcare, aviation, higher education, and technology organizations. My experience includes building the national operating platform behind the 988 Suicide & Crisis Lifeline, leading commercial and operational transformation for an international airline, and serving as Chief Operating Officer for an AI engineering company where I helped establish scalable delivery, commercialization, and governance.

I work best with organizations that have reached an inflection point. The vision is clear, but execution has become more complex. Teams are growing, priorities compete for attention, and the business needs stronger operating rhythms to continue scaling.

I can help you with:
• Fractional COO leadership
• Business transformation and operational strategy
• AI strategy and implementation
• Product operations and commercialization
• Executive operating systems, OKRs, and governance
• PMO design and transformation
• Revenue operations and go-to-market execution
• Organizational design and executive team alignment

Whether you need an executive partner for a strategic initiative, interim leadership during a period of change, or a trusted operator to help your business scale, I bring an execution-focused approach built on measurable business outcomes.
  • English

    Native or bilingual

Can work on-site
New York (up to 50km)

Experience

  • Corendon Airlines
    Aviation, EMEA
    April 2024 - February 2026 (1 year and 10 months)
    Advised the C-suite on the commercial operating model behind $2M+ in incremental revenue across a 10M+ passenger environment.
    Revenue Operations AI Strategy Operational Strategy
  • Church Pension Group
    Financial Services
    December 2024 - February 2025 (2 months)
    Advised on Vendor Management Office design governing $50M+ in platform vendor spend across a $12B+ AUM enterprise, including risk and internal-controls framework.
    Revenue Operations AI Strategy Product Strategy vendor management
  • Coastal Cloud
    Salesforce Delivery
    February 2025 - May 2025 (3 months)
    Advised on delivery operations across Revenue Cloud, CPQ, and Agentforce programs spanning SaaS, telecom, and financial services clients.

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Education

  • MBA
    Capella University
    MBA
  • BA
    Dillard University
    BA

Certifications

  • Certified Artificial Intelligence Scientist (CAIS)
    United States Artificial Intelligence Institute
    2024
    artificial intelligence
  • Lean Six Sigma Black Belt Certified (LSSBB)
    Management & Strategy Institute
    2021
    Lean six sigma

Skill set

Categories