Building the AI-Ready Workplace: Strategies for the Modern Enterprise

VIP Dinner - Chicago, IL

Jul 22, 2026 6:00 PM8:30 PM CST

Register

Event Description

Artificial intelligence is fundamentally changing how employees work, collaborate, and create value. As organizations move beyond experimentation and into enterprise-scale adoption, AI-powered PCs are becoming a critical foundation for delivering secure, intelligent, and highly productive digital work experiences. Join us for an executive discussion exploring how Copilot+ PCs are helping organizations modernize the workplace, accelerate AI adoption, and empower employees with new productivity capabilities. Through expert insights, real-world customer examples, and hands-on demonstrations, attendees will gain practical strategies for preparing their organizations for the future of intelligent work.

BWG Connect, Insight Enterprises, Dell & Microsoft invite you to join us for an interactive discussion over drinks and dinner with your peers! We'll explore the latest trends in the space and get your questions answered.

As always, there will be no sales pitches and dinner is complimentary.

Seating is limited, and RSVP is required.

Discussion Topics

  • Explore how leading organizations are evolving their workplace strategies to support AI adoption, modernize endpoints, and create a foundation for the next generation of enterprise productivity.
  • Learn how AI-powered devices are helping organizations improve employee productivity, enhance digital experiences, strengthen security, and accelerate business outcomes.
  • Hear real-world customer experiences, practical deployment strategies, and lessons learned as organizations move AI from pilot programs into day-to-day operations at scale.
  • Discuss what's next for AI-enabled work, including workforce transformation, device innovation, governance, security, and the evolving role of IT leadership in driving business success.
  • Experience live demonstrations, engage with industry experts, and exchange ideas with fellow technology leaders on how to prepare for the next wave of enterprise AI.

Event Partners

Windows 11

Windows 11 is the latest major release of Microsoft's operating system, engineered for the hybrid work era. It features a streamlined user interface with a centered Start menu, advanced multitasking layouts, and enhanced security protocols built from the chip to the cloud. Designed to support modern productivity, Windows 11 provides a secure, reliable foundation for enterprise-scale deployments, enabling seamless communication, robust performance, and optimized device management for the distributed workforce.

Microsoft Copilot

Microsoft Copilot is an advanced generative artificial intelligence assistant developed by Microsoft. Powered by large language models, it integrates across the Microsoft ecosystem to provide real-time intelligent assistance, automate routine tasks, and enhance productivity. From summarizing emails in Outlook and generating data formulas in Excel to drafting documents in Word and creating compelling presentations in PowerPoint, Copilot acts as a context-aware partner in the modern enterprise, transforming organizational data into actionable workflows and insights.   

Insight Enterprises

Insight Enterprises, Inc. is a Fortune 500 solutions integrator helping organizations accelerate their digital journey to modernize their business and maximize the value of technology. Insight’s technical expertise spans cloud and edge-based transformation solutions, with global scale and optimization built on 33+ years of deep partnerships with the world’s leading and emerging technology providers.

Guest Speakers

Mark Gregory LinkedIn

Client Executive Portfolio IV at Insight Enterprises

Mark Gregory is a Client Executive Portfolio IV at Insight, bringing 29 years of experience in helping enterprise clients align technology investments with business outcomes. Based in Chicago, he collaborates across technical, sales, and delivery teams to develop strategic roadmaps and solutions that drive operational efficiency and growth. He is recognized for building deep customer relationships and helping organizations successfully navigate complex IT challenges.

BWG Connect

Enterprise IT Subject Matter Expert

Our moderator brings decades of experience leading infrastructure, cloud transformation, and enterprise technology strategy across finance, media, publishing, and healthcare sectors. They have overseen IT infrastructure, large-scale digital transformation, and DevOps initiatives for some of the world’s most complex enterprise organizations, bridging strategy and execution to deliver measurable business impact. Their deep expertise ensures every discussion is grounded in real-world insight and informed by a career at the forefront of technological change.

Jeff Bingham LinkedIn

Enterprise Client Solutions Specialist & AI Advisor at Dell Technologies

Jeff Bingham is an Enterprise Client Solutions Specialist and AI Advisor at Dell Technologies, specializing in enterprise endpoint strategy, AI-ready hardware architectures, and modern client solutions. Having spent 17 years as an MSP business owner before joining Dell, Jeff uniquely combines deep infrastructure experience with practical technical expertise. Today, he partners with IT leaders and executives to navigate the future of on-device AI—helping organizations modernize their endpoint environments through thoughtful technology planning, performance optimization, and strategic long-term investments.

Event Moderator

Mark Gregory LinkedIn

Client Executive Portfolio IV at Insight Enterprises

Mark Gregory is a Client Executive Portfolio IV at Insight, bringing 29 years of experience in helping enterprise clients align technology investments with business outcomes. Based in Chicago, he collaborates across technical, sales, and delivery teams to develop strategic roadmaps and solutions that drive operational efficiency and growth. He is recognized for building deep customer relationships and helping organizations successfully navigate complex IT challenges.

BWG Connect

Enterprise IT Subject Matter Expert

Our moderator brings decades of experience leading infrastructure, cloud transformation, and enterprise technology strategy across finance, media, publishing, and healthcare sectors. They have overseen IT infrastructure, large-scale digital transformation, and DevOps initiatives for some of the world’s most complex enterprise organizations, bridging strategy and execution to deliver measurable business impact. Their deep expertise ensures every discussion is grounded in real-world insight and informed by a career at the forefront of technological change.

Jeff Bingham LinkedIn

Enterprise Client Solutions Specialist & AI Advisor at Dell Technologies

Jeff Bingham is an Enterprise Client Solutions Specialist and AI Advisor at Dell Technologies, specializing in enterprise endpoint strategy, AI-ready hardware architectures, and modern client solutions. Having spent 17 years as an MSP business owner before joining Dell, Jeff uniquely combines deep infrastructure experience with practical technical expertise. Today, he partners with IT leaders and executives to navigate the future of on-device AI—helping organizations modernize their endpoint environments through thoughtful technology planning, performance optimization, and strategic long-term investments.

Interested in joining? Request an invitation below.

Please provide the information and we will be in touch!

Need help with something else?

Aaron Conant

Co-Founder & Managing Director at BWG Connect


BWG Connect provides executive strategy & networking sessions that help brands from any industry with their overall business planning and execution.

Co-Founder & Managing Director Aaron Conant runs the group & connects with dozens of brand executives every week, always for free.


Schedule a free consultation call

What is BWG Connect?

BWG Connect provides executive strategy & networking sessions that help brands from any industry with their overall business planning and execution. BWG has built an exclusive network of 125,000+ senior professionals and hosts over 2,000 virtual and in-person networking events on an annual basis.
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