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Events & Webinars
Abstract tech-themed banner with bold, dark letters forming 'TECH' and large blue geometric shapes; red curved element on the left.

June 24-25, 2026 | Milwaukee, Wisconsin

Baird Tower - 29th Floor
(Located inside the US Bank Building)
777 E Wisconsin Ave., Milwaukee, WI 53202

Summerfest Tech brings together the best of Milwaukee's tech community and this year, Summerfest Tech has partnered with HBS to provide educational workshop sessions covering AI, cybersecurity, and modern IT management.

See available sessions each day and register to attend:

Wednesday, June 24
Thursday, June 25

Plan your time with HBS at Summerfest Tech.

Sessions are offered along two tracks:
• AI Innovation
• Cybersecurity

All sessions are designed to provide hands-on learning and practical applications you can take directly back to your organizations to drive meaningful conversations and operational impact.

Lunch will be provided for all session attendees.

View the agenda below and register for any sessions you plan to attend. Space is limited—reserve your seat today.

View Wednesday Sessions
View Thursday Sessions
Summerfest Tech Illustration 2026

Wednesday, June 24

11:30am - 1:30pm

Lunch provided prior to workshops

WORKSHOP A | 11:30AM - 1:30PM

AI Envisioning Workshop

Art of the Possible, Deliver the Practical


A hands-on workshop where you’ll learn AI by doing. Work through real use cases, demo Microsoft Copilot and leading AI models, and take part in a team-based design thinking exercise to identify where AI can make an impact in your organization. You’ll leave with practical knowledge and a personalized list of AI opportunities ready to act on.

Register
A speaker presenting at the Microsoft Power Platform Envisioning Workshop. The presenter, wearing a suit and holding a microphone, addresses an audience seated in rows while a screen with slides is partially visible in the background.
Drew Poggemann, VP of Applications - HBS

Drew is a 30-year technology and business solution strategy veteran. He oversees the Microsoft Applications Team at HBS, specializing in application architecture and strategy. Drew has designed, managed, and implemented a wide range of projects for clients including ERP, eCommerce, business intelligence, CRM, optimization, custom applications, and more. He is a Microsoft MVP, and is active in the Microsoft community as a NEW Power Apps User Group Leader, Power Up Program Champ, Community Super User, and BizApps Community Advisory Board.

WORKSHOP B | 11:30AM - 1:30PM

Inside the CMMC Assessment

What Separates Organizations That Pass from Those That Fail


Get an assessor’s perspective on CMMC compliance. Todd Heinz has conducted numerous C3PAO certification assessments and guided organizations through successful CMMC certifications—giving him a clear view of both sides of the process. In this session, he breaks down what auditors actually look for, clears up common misconceptions, and shares the lessons he’s learned from real-world assessments. You’ll leave with a sharper understanding of where organizations fall short and how to make sure yours isn’t one of them.

Register
Smiling man with glasses and a gray beard in a navy blazer and striped shirt, neutral gray background (professional headshot).
Todd Heinz, Practice Manager: CMMC

Todd has over 30 years of professional and executive experience in risk management, information security, business continuity, and other IT and organizational practices. At HBS, Todd has led the Project Management Office (PMO), was Director of the Enterprise Security Risk Management (ESRM) Practice, leader of the Governance Risk and Compliance (GRC) Practice and is currently the CMMC Practice Manager. Todd is a Certified Chief Information Security Officer (CISO), a CMMC Certified Assessor (CCA), and was awarded a Masters Achievement in Business Resilience.

Thursday, June 25

11:15am - 12:00pm
SESSION A | 11:15AM - 12:00PM

Road to the Frontier

Transforming Business with AI

Derek Poggemann, Senior Dynamics 365 Consultant at HBS, will provide an overview and real-world demonstrations of Microsoft’s Copilot ecosystem, with a focus on Power Platform and AI-driven business processes. Discover how low-code solutions and intelligent agents can automate workflows, enhance decision-making, and streamline operations—helping your organization evolve into an AI-first Frontier Firm.

Register
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Derek Poggemann, Senior Dynamics 365 Consultant

Derek Poggemann is a Senior Dynamics 365 and Power Platform Consultant at Heartland Business Systems with over eight years of experience delivering Microsoft business applications. He specializes in designing and implementing scalable solutions across Dynamics 365 and the Power Platform, helping organizations streamline operations and drive digital transformation.

Derek’s current focus is in the Copilot Studio space, where he builds agentic applications and conversational experiences that leverage AI to enhance business processes. He is a certified Power Platform Solution Architect Expert, bringing deep technical expertise and strategic insight to every engagement.

SESSION B | 11:15AM - 12:00PM

Certificate Lifecycles Are Shrinking

Preparing for the Future with ACME

SSL/TLS certificate management is rapidly changing as certificate validity periods continue to shorten and operational expectations increase. In this session, the team will provide an overview of modern certificate management, explain the industry shift toward reduced certificate lifetimes and the operational challenges that creates for IT teams, and discuss practical approaches to prepare environments for more frequent renewals. The session will conclude with an introduction to ACME and how automated certificate lifecycle management can reduce risk, improve reliability, and help organizations scale certificate operations across infrastructure, applications, and services.

Register
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Andrew Larson - Engineering Services Manager

Andrew Larson - Engineering Services Manager

Owen Pryga - Systems Engineer

Owen Pryga - Systems Engineer

Thursday, June 25

12:45pm - 1:30pm
SESSION A | 12:45PM - 1:30PM

Intune as a Device Management Tool


Join Raymond Hestres and Evan Thibodeau, cloud infrastructure experts from HBS, for a session that will explore how Intune can be used to manage the complete lifecycle of workstations in your organization’s environment.

Throughout the session, attendees will get a comprehensive overview of Intune’s capabilities and consider real-life examples demonstrating use cases for Intune.

Register
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Raymond Hestres - Tech. Architect - Enterprise Cloud

Raymond Hestres - Tech. Architect - Enterprise Cloud

Evan Thibodeau - Cloud Infrastructure Engineer

Evan specializes in identity, access, and endpoint management within Microsoft 365 environments. At HBS, he has partnered with customers to design and implement Intune and Entra ID solutions that enable secure deployment, management, and protection of devices and identities. Evan holds the Microsoft Modern Desktop Administrator certification.

SESSION B | 12:45PM - 1:30PM

Penetration Testing

The Misconfigurations We Keep Exploiting


Get a first-hand look at some of their most frequently exploited default configurations, misconfigurations, and recurring vulnerabilities encountered across HBS Penetration Test engagements.

These weaknesses consistently appear in organizations spanning industries, client profiles, and infrastructure styles. The talk will illustrate how seemingly small oversights and lack of hardening open the door to attacker initial access, enable privilege escalation, and ultimately drive full environment compromise.

By mapping these recurring issues to real-world attack paths, the session will highlight patterns that defenders can anticipate, prioritize, and remediate to disrupt adversary success.

Register
Professional portrait of a smiling man with a full beard in a dark suit and blue shirt, with an American flag in the background. Close-up of a smiling person wearing a hoodie, with warm yellow curtains and greenery in the background (selfie).
Kurtis Schnieder, Senior Penetration Tester

Kurtis Schnieder is a penetration tested with experience in both the public and private sectors of both offensive and defensive cybersecurity operations. His emphasis includes penetration testing, red teaming, scripting, and blue team practices. Kurtis holds numerous certifications, including:

  • Offensive Security Certified Professionals (OSCP)
  • GIAC Exploit Researcher and Advanced Penetration Tester (GXPN)
  • GIAC Penetration Tester (GPEN)
  • GIAC Web Application Penetration Tester (GWAPT)
  • Certified Information Security Manager (CISM)
Isaiah Kaiver - Penetration Tester

Isaiah is a penetration tester with over three (3) years of experience in Cybersecurity. His background is in defensive security, cybersecurity investigations, and offensive security. He holds a bachelor's degree in Cybersecurity and Information Assurance from Western Governors University (WGU). Additionally, he holds multiple offensive and defensive industry certifications from CompTIA, TCM Security, and Offensive Security. These certifications include the Offensive Security Certified Professional (OSCP+), Practical Network Penetration Tester (PNPT), SecurityX, Practical Junior Penetration Tester (PJPT), Practical OSINT Research Professional (PORP), and Practical AI Pentest Associate (PAPA).

Register for the sessions you'd like to attend.

We can’t wait to see you at Summerfest Tech!

Haven’t registered for Summerfest Tech yet?

Summerfest Tech conference registration isn’t required to join the HBS educational sessions, but the full conference will add significant value to your experience.
Register for Summerfest Tech

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