James O'Neill

Head of Sales, Direct - North America

Brooklyn, New York, United States

About

Simply put, my objective is to help Business and Technology leaders deliver their vision with greater clarity and confidence. I am driven to succeed in reaching both my personal and professional goals and my primary concern is to always advocate for my customers and further their mission, as doing so will ultimately lead me to reaching my own objectives. Specialties Include: Microsoft Licensing Financial Services Commercials Negotiation Online Services Terms Negotiation General Contract Terms Negotiation Digital Transformation Cloud Strategy Software Portfolio Management Mobile Device Management IBM Licensing Oracle Licensing SAP Licensing VMware Licensing Adobe Licensing Software Licensing Software Assset Management Software License Transfer (Mergers & Acquisitions) Software Licensing Consultation Software ROI Anlaysis Software Procurement Services

Experience

  • SoftwareOne (4 yrs)
    • Head of Sales, Direct - North America
      Jul 2026 - Present · 1 mo

    • Vice President, Corporate Sales
      Aug 2025 - Jul 2026 · 1 yr

    • Vice President, Complex Deals - North America
      Jul 2024 - Aug 2025 · 1 yr 2 mos

  • Corporate Vice President, Software Sourcing at New York Life Insurance Company
    Jul 2020 - Aug 2022 · 2 yrs 2 mos

  • Global Strategic Sourcing - IT Vendor Contract Consultant at MetLife
    Sep 2019 - Jul 2020 · 11 mos

    • Development of category strategy • Lead negotiations of commercial and legal terms of large complex global deals obtaining the highest value of goods and services • Perform market research and develop strategy of key complex deals • Responsible for providing expert advice & consultation of best practices and license use/terms to stakeholders • Provide day to day leadership/management of strategic supplier contracts. Partnering with asset management to ensure contract terms and asset information is current and valid. • Cloud Services negotiations advisor to Strategic Sourcing team and key stakeholders

  • Senior Business Development Manager at SoftwareONE
    Apr 2018 - Sep 2019 · 1 yr 6 mos

  • Licensing Specialist at Microsoft
    Jan 2015 - Mar 2018 · 3 yrs 3 mos

    • Responsible for managing a book of business, comprised of Enterprise Insurance and Banking and Capital Markets customers, valued at over $115M annually • Played a lead role in negotiations that resulted in seven large Financial Services institutions making long-term commitments to Digital Transformation via the Microsoft Cloud • Once processed, responsible for managing all contractual and transactional engagements for customers with whom new contracts were executed • Managed key stakeholders to meet critical deadlines and ensure the collection on-time Volume Licensing renewal revenue by overseeing the deals through the negotiation phase, to processing & invoice • Responsible for seeking out and influencing revenue growth within accounts through up-selling and cross-selling motions • Responsible for providing expert advice & consultation to the sales organization in relation to licensing solutions for customers in complex scenarios • Served as escalation point for any requirements to discount deals or adjust customer contract terms & conditions • Held specific discount and customer contract concession approval authority to close volume licensing deals • Created strategic plans for the sales organization that maximized the monetization of Volume Licensing contracts • Demonstrated an insatiable appetite to continuously learn and served to champion the company’s mission of "Empowering every person and every organization on this planet to achieve more" • Ensured that proposed Volume Licensing solutions met customer needs by creating & proposing Volume Licensing solutions to Microsoft’s largest Enterprise customers • Contributed to the licensing community by sharing best practices and insights on sales execution