Technology Solutions Director, Microsoft

Overview:

This senior leadership role blends deep technical expertise with business transformation strategy. The Director, 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.

Responsibilities:

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.

Qualifications:

• 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.
• Experience of working with Microsoft executives is a plus.