Transform Your IT Operations with Proven Expertise
Windsor Group brings a unique dual perspective to IT consulting, combining decades of experience managing and providing IT services.
This distinctive vantage point enables us to deliver strategic solutions that drive measurable business value.
Working with Windsor Group transcends traditional IT consulting relationships. Our unique business model and strategic approach ensure your IT and business transformation initiatives deliver measurable value every time.
Where other consulting firms may be rigid in their processes or biased towards particular solutions, Windsor Group takes a different approach. We prioritize your organization’s specific needs, focusing on cultural, strategic, and organizational fit to ensure lasting business success through the right partnerships.
As pioneers of the pay-for-performance IT sourcing model, Windsor Group delivers strategic guidance with success directly tied to client outcomes. This unique success-fee structure ensures full alignment with business goals, resulting in a partnership focused on measurable value.
We understand that rigid processes and vendor biases often lead to suboptimal solutions. As independent advisors, we’re guided solely by what’s right for you, not predetermined approaches or vendor relationships.
While cost savings and business improvements are crucial, we recognize that many elements impact long-term success. Our approach prioritizes strategic and cultural fit when matching clients with solutions, ensuring sustained value creation.
Unlike many of our competitors with multiple layers of bureaucracy, our highly experienced leadership team works directly with you throughout the entire journey. This hands-on approach ensures you benefit from our deep expertise at every step.
We believe in evidence-led transformation. Our methodical approach combines deep analysis with practical insights, giving you the clarity to make confident decisions about your IT future.
Ready to Explore Our Approach?
Windsor Group combines deep industry expertise with hands-on leadership engagement. Our collaborative team of senior advisors brings decades of experience in providing and managing IT services, offering you a unique dual perspective that drives superior outcomes.
Leadership Excellence
Our leadership team brings decades of hands-on experience in IT strategy, infrastructure optimization, and digital transformation. Each leader contributes unique expertise while sharing a common commitment to client success and innovation.
Founder/Chief Executive Officer
Charles is a Pioneer in IT Sourcing Innovation. With deep expertise in data centers, infrastructure operations, cloud, AI, and IT financial assessments, he has been at the forefront of transforming how enterprises source and manage technology. His work has driven over $3.5 billion in vendor-managed service contracts, delivering measurable value and strategic advantage to Fortune 1000 clients.
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Chief Operating Officer
Dave, a senior IT executive focused on service excellence, leads our IT assessment and solution development initiatives. His expertise in financial and technical analysis helps clients drive down costs while improving service quality across their IT operations.
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Managing Director
With over 35 years of Fortune 500 experience, Ken specializes in infrastructure assessment and solution development. His track record includes numerous successful service and financial turnarounds, consistently improving service quality while reducing operational costs.
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Head of Business Development
Joshua leads business development and account management for new clients. With over a decade of experience supporting Fortune 2000 companies, he brings a strong mix of leadership, project execution, and vendor strategy. His expertise lies in building enterprise relationships and aligning operational needs with scalable digital solutions.
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Senior Advisor
A specialist in large-scale system modernization, Jim brings extensive experience in complex solution delivery across all verticals. His background includes managing critical implementations at major financial institutions.
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Strategic Partner
A veteran technology executive with over twenty years of experience, Peter excels in large IT services operations. His expertise spans process design, vendor management, and IT value optimization for Fortune 500 companies.
Click HereOur leadership team works directly with clients, ensuring clients benefit from their extensive experience and industry insights. This hands-on engagement model, combined with our diverse expertise, allows us to deliver transformative results across various industries and technical challenges.
Through Windsor Group’s events and knowledge-sharing network, you can connect with industry leaders, gain strategic insights, and stay ahead of IT transformation trends. Our carefully curated programs bring together IT executives facing similar challenges, fostering meaningful dialogue and practical solutions.
Where other consulting firms may be rigid in their processes or biased towards particular solutions, Windsor Group takes a different approach. We prioritize your organization’s specific needs, focusing on cultural, strategic, and organizational fit to ensure lasting business success through the right partnerships.
As pioneers of the pay-for-performance IT sourcing model, Windsor Group delivers strategic guidance with success directly tied to client outcomes. This unique success-fee structure ensures full alignment with business goals, resulting in a partnership focused on measurable value.
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