DC’s mission is to make complex technology accessible, actionable, and secure for organizations and professionals. With over 20 years of experience across healthcare, academia, telecom, and enterprise IT, he offers deep insights and practical strategies to help businesses thrive in the digital era.

  • Senior Manager, Network Engineering – Penn Medicine
  • 20+ Years in IT & Telecommunications
  • Expert in Cybersecurity, Infrastructure, and Systems Strategy
  • Speaker & Panelist

With over two decades of hands-on experience in IT, cybersecurity, and systems leadership, DC founded GOING YOUR WAY, LLC to offer expert consulting services tailored to help organizations modernize operations, safeguard infrastructure, and lead with clarity in today’s digital landscape.

Design and optimize enterprise network environments using best practices in scalability, reliability, and performance (e.g., Extreme Fabric deployments)

Evaluate current systems for vulnerabilities, compliance gaps, and breach risks — followed by a tailored plan to strengthen security posture.

Analyze existing IT workflows and tools, then provide strategic recommendations for streamlining operations, reducing downtime, and increasing efficiency.

Create or refine protocols for data breaches, outages, and cyber incidents — including staff training, stakeholder communication, and system hardening.

Provide board-level or C-suite advisory on digital transformation, vendor selection, AI readiness, and aligning IT systems with business objectives.

Support in developing internal documentation and protocols to meet HIPAA, NIST, SOC 2, and other regulatory/compliance standards.

DC has spent over two decades leading IT systems across healthcare, academia, and enterprise—bringing a strategic lens to both technical design and operational execution.

From managing 24/7 networks to coordinating breach response efforts, DC’s hands-on experience spans more than 40,000 hours of mission-critical IT operations.

Whether consulting on systems architecture or speaking on stage, DC has led or contributed to over 100 digital infrastructure and security initiatives—translating complex concepts into clear, business-aligned actions.

With oversight of systems supporting multi-million-dollar healthcare, education, and telecom environments, DC knows how to build, secure, and modernize at scale.

Here you’ll find a mix of personal reflections, professional insights, and industry commentary from Derrick Cunningham. From behind-the-scenes moments and travel recaps to expert takes on the latest in cybersecurity, IT infrastructure, and emerging tech — plus honest reviews of tools, services, and platforms shaping the future of work. This is your go-to space for staying connected to the evolving tech landscape through DC’s lens.