Accelerate Your IT Leadership Journey Through Strategic Connections

Events for IT Leaders Driving Transformation

Windsor Group’s executive events connect you with fellow IT leaders who face similar challenges, creating an environment where discussions yield powerful solutions and important connections.

As a C-level executive or senior IT leader, your time is precious. That’s why our carefully curated events focus exclusively on the strategic challenges that matter most to enterprise technology leadership. From vendor selection strategies to cost optimization approaches and digital transformation roadmaps, our forums provide actionable insights you can immediately apply within your organization.

Join our community of IT executives and gain:

Strategic perspectives from peers who understand your unique challenges

Practical frameworks for addressing complex IT decisions

Valuable relationships with leaders across diverse industries

Early insights into emerging trends and technologies

Direct access to Windsor Group's expert advisors

These challenges demand expert guidance from experienced IT consulting professionals who understand both the technical and business implications of strategic technology decisions.

Strategic Events

CIO Innovation Forum

In-depth discussions on digital transformation, vendor selection, and cost optimization strategies. Share experiences and insights with peers who understand your unique challenges.

This is a private environment designed for technology leaders to exchange ideas, benchmark approaches, and forge valuable connections that extend beyond the event itself.

IT Cost Optimization Workshop

Sessions exploring proven methodologies for reducing IT operational costs while enhancing service quality. Learn from Windsor Group’s extensive experience and network with industry peers.
Learn how to combine strategic frameworks with practical implementation guidance. This will allow you to develop actionable plans for achieving measurable cost improvements without sacrificing performance and innovation.

Knowledge Exchange Opportunities

Executive Roundtables

Regular gatherings of IT leaders who discuss emerging trends, challenges, and solutions in a confidential, peer-to- peer setting.

Each roundtable focuses on a specific strategic challenge, with participants sharing their experiences and approaches while benefiting from Windsor Group’s dual-perspective expertise in both providing and managing IT services.

Industry Forums

Sector-specific events reuniting IT executives facing similar challenges. Share experiences, discuss common issues, and explore innovative solutions with peers from your industry. These forums address the unique regulatory, competitive, and technological considerations relevant to your specific sector, with dedicated sessions for Healthcare, Financial Services, Manufacturing, and Energy verticals.

Upcoming Events

Browse our upcoming events below to find the ideal forum for expanding your professional network and enhancing your strategic decision-making capabilities. Whether you prefer in-person connection or the convenience of virtual participation, our diverse event schedule offers multiple ways to engage.