Winslow Technology Group is pleased to invite you to our annual day of education, networking, and fun at the prestigious Hotel Commonwealth on Friday, August 7th, 2026! After the event, we invite you to join us at Fenway Park’s Coca-Cola Deck for the Red Sox vs the Athletics game!
WTG Transform is a full-day event where lunch and dinner will be served, you’ll have the opportunity to engage with WTG’s sponsoring partners in the partner exhibit hall, and you’ll be able to network with your peers throughout the day. Optionally, you may request an individual meeting with a sponsoring partner and/or a WTG technical or leadership team member when registering. We hope you will join us!
When: Friday, August 7th, 2026 starting at 10:00 am
Where: Hotel Commonwealth, 500 Commonwealth Ave, Boston, MA 02215 (Complimentary valet parking available during the event and the Red Sox game.)
EVENT AGENDA
- 10:00 am: Welcome to WTG Transform 2026: Boston! Join us for a Networking Breakfast in the Partner Exhibit Hall.
- Coffee, Tea, and Pastries will be served. You’ll also be able to enter to win a raffle with a chance to win a gift card to the Official Red Sox Team Store!
- The Dell Technologies Tech Rally will be in attendance, showcasing laptops, monitors, and more.
- 11:00 am: Welcome Address with Scott Winslow, Founder and President of Winslow Technology Group
- Join us in the Fenway Ballroom.
- 11:15 am: Keynote: AI with Accountability: Turning Use Cases into Outcomes
- Presented by: Rick Gouin, Chief Technology Officer, Winslow Technology Group
- DESCRIPTION:
- As AI investment becomes more scrutinized, organizations can no longer rely on impressive demos or pilot projects alone. This session explores how to move beyond experimentation and build AI initiatives that deliver measurable business impact. Learn how to define success upfront, align AI use cases to operational goals, and establish the metrics and Day 2 processes required to prove ROI. Because in today’s environment, AI must drive outcomes, not just serve as innovation theater.
- 12:00 pm: Lunch will be served; the partner exhibit hall is open.
- 1:15 pm: Five Hot Takes on the Future of IT – Infrastructure, Encryption, and More
- Presented by: Greg Swain, VP of Solutions Architecture, Winslow Technology Group
- DESCRIPTION:
- In this session, we’ll cover the memory supply chain shortage, post-quantum encryption, the cyber arms race, and digital personas—delivering sharp insights, practical implications, and a clear view of what’s next and what you should prepare for now.
- 2:00 pm: From Alert to Action: A Live Walkthrough of Agentic AI Security
- Presented by: Matt Kozloski, Sr. VP of Services and Security, Winslow Technology Group
- DESCRIPTION:
- Matt will walk you through how AI is augmenting cybersecurity response by proposing and taking governed action based on alerts, from a defensive triage workflow (Agentic AI) to an AI-assisted pentest, and a discussion of anomaly detection in network telemetry. From this demonstration-based presentation, you will leave with a realistic picture of what AI can do today and, generally, how it works!
- 2:45 pm: Break; the Partner exhibit hall is open.
- Requested meetings will take place during this time. To schedule a meeting with a WTG executive team member and/or a sponsoring partner, please visit the registration page at the link above.
- 3:45 pm: Voice of the Customer
- Customer Guest Speaker: TBD
- 4:30 pm: Partner exhibit hall is open.
- 5:00 pm: Hors d’oeuvres, cocktails, and dinner at the Hotel Commonwealth.
- 6:30 pm: Let’s head to the Red Sox Game!
- 7:10 pm: Red Sox vs Athletics at Fenway Park. GO SOX!
THANK YOU TO OUR SPONSORING PARTNERS!
