Exploring AWS Cloud Migration: Expert Strategies for a Seamless Transition

Oct 31, 2025 11:00 AM12:00 PM EST

Register

Event Description

Join us for an insightful virtual roundtable discussion on AWS Cloud Migration, where industry experts will share their experiences and strategies for a seamless transition to the cloud. This session will cover key motivators for migrating to AWS, such as modernization, cost optimization, and enhanced business agility. Participants will gain valuable insights into the steps necessary for a successful migration, including ideation, assessment, and implementation. Learn how to navigate the complexities of cloud migration, optimize your IT operations, and leverage AWS's robust infrastructure to drive innovation and digital transformation.

Whether you are a small business or a large enterprise, this roundtable will provide you with the knowledge and tools to make your cloud migration journey smooth and efficient.

BWG Connect, Insight Enterprises & AWS invite you to join an interactive event with industry peers to review & discuss practical insights across the digital space.

As always, there will be no sales pitch and all attendees are welcome to listen and learn.

Discussion Topics

  • Understanding the real motivators behind cloud migration
    • Leaders share how modernization goals, VMware exits, and the need for greater flexibility are influencing the move to cloud environments like AWS
  • Building a structured migration approach
    • We’ll explore how teams align discovery, assessment, and implementation phases to ensure a secure and efficient transition, regardless of starting point or scale.
  • Navigating technical and operational complexity
    • We'll discuss lessons learned from managing data platform adoption, hybrid architectures, and cross-platform dependencies during VMware and AWS migrations.
  • Modernizing to support next-generation workloads
    • Hear how organizations are rethinking infrastructure to enable AI platforms, advanced analytics, and automation capabilities within their AWS environments.

Event Partners

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.

Amazon Web Services (AWS)

Amazon Web Services, Inc. is a subsidiary of Amazon that provides on-demand cloud computing platforms and APIs to individuals, companies, and governments, on a metered pay-as-you-go basis. These cloud computing web services provide distributed computing processing capacity and software tools via AWS server farms.

Guest Speaker

Jesse Wilker

Senior Manager of Services – Cloud Infrastructure at Insight Enterprises

Jesse Wilker is a senior leader in Insight’s Cloud Infrastructure practice, focused on building and leading teams that deliver impactful outcomes for enterprise clients. He is a thought leader and hands-on practitioner in the areas of enterprise cloud infrastructure, migrations, engineering, automation, and multi-cloud strategy. Jesse is skilled in designing and implementing solutions across AWS, Google Cloud, and Azure. He has led large-scale cloud migration programs for multiple enterprise clients, resulting in transformative outcomes. With a strong commitment to innovation and operational excellence, Jesse continuously drives strategic initiatives that enhance cloud adoption, security, and efficiency at scale.

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.

Event Moderator

Jesse Wilker

Senior Manager of Services – Cloud Infrastructure at Insight Enterprises

Jesse Wilker is a senior leader in Insight’s Cloud Infrastructure practice, focused on building and leading teams that deliver impactful outcomes for enterprise clients. He is a thought leader and hands-on practitioner in the areas of enterprise cloud infrastructure, migrations, engineering, automation, and multi-cloud strategy. Jesse is skilled in designing and implementing solutions across AWS, Google Cloud, and Azure. He has led large-scale cloud migration programs for multiple enterprise clients, resulting in transformative outcomes. With a strong commitment to innovation and operational excellence, Jesse continuously drives strategic initiatives that enhance cloud adoption, security, and efficiency at scale.

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.

Interested in joining? Request an invitation below.

Please provide the information and we will be in touch!

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.
envelopephone-handsetcrossmenu linkedin facebook pinterest youtube rss twitter instagram facebook-blank rss-blank linkedin-blank pinterest youtube twitter instagram