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Virtual Event: Embracing Disruptive Forces: A Leadership Mindset

Tuesday, January 20th | 2:00-4:00 PM ET


Join us, your technology colleagues, and Toast CISO, Dean Crutchfield for the kickoff TechTalk Tuesday of 2026. Dean will share his leadership mindset based on over 40 years in the technology industry as a successful leader in an ever changing tech landscape. 
You'll benefit from his insights on: 

  • Getting comfortable being uncomfortable
  • Change accelerators
  • Managing resistance

TechTalk Tuesday is a live virtual experience designed to evolve with the current industry landscape.

Each bi-weekly session, we bring you battle-tested technology executives and innovators—leaders with proven track records of driving business convergence and delivering tangible outcomes at scale—streamed live to you wherever you are. No theoretical research reports. No abstract forecasts. Just real-world strategies, lessons learned, and actionable playbooks from those who have successfully transformed enterprises and accelerated growth through technology.

You’ll hear directly from CIOs, CTOs, and transformative leaders who have:

  • Deployed generative AI with measurable ROI
  • Closed talent and security gaps while scaling innovation
  • Aligned disconnected initiatives into coherent, high-velocity digital strategies
  • Earned and retained C-suite and board confidence in technology as a growth engine

Plus, you’ll still get the full benefits of TechTalk networking—all in a virtual setting: connect live with our sponsors—the companies and leaders actually delivering enterprise-grade solutions today—and schedule follow-up conversations tailored to your specific priorities.

Join this bi-weekly virtual series to stay ahead of the curve, challenge your thinking, and leave with concrete ideas you can implement immediately.

Register now and surround yourself with the people who aren’t just talking about disruption—they’re making it pay off.

TechTalk Tuesday: Where proven leaders share how they win with technology.

Speakers
Dean Crutchfield CISO at Toast Dean Crutchfield is an accomplished and results-driven professional with over 40 years of experience in the Technology industry. Dean has held executive positions in Cybersecurity (CISO) and Information Technology (CIO and CIO/CISO) at Dell, Zebra Technologies, CDK Global and most recently Toast. Known for a strong ability to drive strategic growth and lead high-performing teams, Dean has established a reputation for excellence in Cybersecurity, Governance, Risk, Compliance (GRC) and Information Technology.
Trey Guinn Field Chief Technology Officer "Unified AI Security:  A Strategic Framework for Protecting AI Apps and Workloads" Learn how Cloudflare helps you manage shadow AI by discovering what AI apps your workforce uses and evaluate the risks those apps present.
James Todd Field CTO
Sharon Goldberg Product Director