AWS Chicago User Group

Join us at Uturn for a two community led user talks! We will have drinks, food, and networking.

Agenda:
4pm Welcome and food / drinks
4:30pm Talk 1
5:15pm Talk 2
6pm Q&As, networking

Talk 1: The Migration Modernization Balancing Act: Navigating Risks and Rewards

Darren Mills, Chief Technology Officer at CleanSlate Technology Group
Migrating legacy systems to AWS isn’t just about rehosting, replatforming or refactoring—it’s a balancing act between minimizing risk and maximizing long-term value. In this session, we’ll walk through practical approaches to assessing, planning, and executing migrations using AWS-native tooling and partner accelerators. We’ll cover the 7R migration methodology in detail, including what happens in each phase and how to decide which approach fits each workload. We'll also explore the different modernization pathways and how these approaches can extend the value of your modernization effort. You’ll leave with actionable insights from real-world experiences that you can apply to de-risk and optimize your migration journey.

Talk 2: Simplifying and Streamlining AWS Control Tower Deployments
Steven Seaney, Rego Consulting, Managing Director

AWS Control Tower is a powerful solution for achieving and managing secure, scalable, and compliant multi-account architectures. This session introduces Control Tower's benefits, costs, and strategic approach while sharing best practices and lessons learned from recent deployments. Attendees will gain insights from three distinct implementations—ranging from straightforward out-of-the-box setups to complex migrations involving large organizations—providing practical strategies for optimizing their own deployments.