Senior Director of Technology Solutions - San Mateo - Evergreen

    Evergreen
    Evergreen San Mateo

    1 day ago

    Description

    About Evergreen

    Evergreen is the professional services division of Insight Global. At our core, we are innovative problem solvers who add value through talent and technology. We hire for long-term growth and fulfillment while fostering a people-first culture that supports one another and strives to Be the Light to the world around us. With access to talent in 50+ countries and delivery capabilities globally, we deliver world-class technical and talent services to Fortune 500 clients to power innovation and transformation.

    We hire for people who embody our Shared Values: Everyone Matters, We Take Care of Each Other, Leadership is Here to Serve, High Character and Hard Work Above All Else, Always Know Where You Stand, Unity in Diversity, and Hustle & Grit.

    These values are the fabric of our company. This is who we are, this is what we live by, and this is what shapes everything we do.

    About the Role

    This senior leadership role blends deep technical expertise with business transformation strategy. The Director of Technology Solutions will serve as a trusted advisor to executive leaders across Fortune 100 enterprises, driving large-scale technology and business transformation through the use of Data, AI, Cloud, and Engineering services. This individual will combine technical vision, business acumen, and consultative influence to shape how next-generation technology accelerates enterprise value and growth for our customers.

    What You'll Do

    Strategic Leadership and Transformation

    • Serve as the primary technical strategist and executive advisor to C-suite stakeholders, articulating how integrated data, AI, cloud, and engineering solutions enable innovation, operational excellence, and market differentiation.
    • Lead executive-level strategy sessions and transformation roadmap discussions that align Insight Global's technology portfolio offering with the client's strategic priorities.
    • Represent the company's thought leadership at key industry and executive forums, positioning the organization as a trusted transformation partner.
    • Translate emerging technology trends and market insights into practical, outcome-driven strategies for product, engineering, and sales teams.
    • Build and sustain high-impact relationships with senior customer decision-makers to identify and shape new opportunities for growth and innovation.

    Technology Strategy and Execution

    • Architect customer enterprise technology centric transformation leveraging data platforms, AI/ML models, cloud-native architectures, and modern engineering frameworks.
    • Partner cross-functionally with product, delivery, and sales teams to drive execution excellence across complex digital transformation initiatives.
    • Provide technical and strategic guidance in structuring large-scale digital and AI-led transformation deals.
    • Anticipate client challenges and proactively recommend technology-led solutions that deliver measurable business value.
    • Champion continuous innovation by integrating AI, data modernization, and engineering accelerators into client solutions.

    What You'll Bring

    • 20+ years of experience in technology consulting, solution architecture, or technical sales, including 8+ years engaging with Fortune 100 clients.
    • Strong technical expertise across Data architectures, AI/ML platforms, Cloud ecosystems (Azure, GCP, AWS), and modern application/engineering disciplines.
    • Strong technology skillset aided by business acumen and consultative mindset, ideally grounded by an MBA or significant pre-sales/technical sales experience interfacing with customer c-level executives.
    • Proven ability to communicate complex technology strategies clearly to executive audiences, including VP and C-level clients.
    • Demonstrated success in leading or influencing large-scale digital transformation programs at Fortune-100 companies.
    • Exceptional skills in executive presentation, negotiation, and relationship management.
    • A collaborative and visionary leader comfortable influencing cross-functional teams across business and technology domains.
    • Strong negotiation and problem-solving abilities.
    • Willingness to travel for client engagements and strategic events as needed.
    • Proven experience operating within a vendor–client environment, managing client executive relationships, and solution delivery
    • Proven experience operating within a vendor–client environment, managing client executive relationships and solution delivery.
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