Robert McGregor

Cyber Security Senior Engineer VP @ Truist U.S. Navy Veteran

Washington DC-Baltimore Area

About

Technical Program Manager & Operations Leader with 15+ years delivering enterprise‑scale technology programs, cybersecurity modernization, and mission‑critical IT operations across Fortune 100 financial institutions, healthcare systems, and federal agencies. I specialize in transforming complex technical environments into clear, actionable delivery plans — aligning engineering, security, and business stakeholders to drive measurable improvements in reliability, security posture, and operational efficiency. My background spans API security governance, Agile program delivery, incident & crisis management, enterprise service management, and large‑scale operational leadership. I’ve built 24/7 IT Command Centers, operationalized enterprise security scanning programs, and led high‑risk environments through major transformations and emergency events. I’m passionate about stabilizing chaos, building high‑performing teams, and delivering programs that create real business impact. Areas of Expertise: • Program & Portfolio Management • Cybersecurity Program Delivery (API Security, AppSec, Vulnerability Mgmt) • Enterprise Operations & Incident Management • Agile / Scrum / SAFe • Executive Communication & Stakeholder Alignment • Service Management (ITIL) & Operational Excellence • Cloud, Virtualization, and Infrastructure Modernization Always open to connecting with leaders, teams, and organizations focused on building secure, resilient, high‑performing technology environments.

Experience

  • Truist (4 yrs 4 mos)
    • Cyber Security Senior Engineer VP
      Oct 2023 - Present · 2 yrs 10 mos

      • Lead enterprise‑wide API security program delivery, operationalizing discovery, scanning, and governance across thousands of APIs using Akamai/Noname. • Drive cross‑functional alignment between engineering, product, and cybersecurity teams to meet regulatory and policy requirements. • Implement Copilot and agentic AI workflows to automate reporting, metrics, and operational insights. • Serve as Scrum Master and Agility Health Facilitator, improving sprint predictability, backlog health, and delivery cadence. • Develop and deliver training programs on cybersecurity processes, Agile practices, and ServiceNow VR workflows. • Build executive‑ready metrics, dashboards, and reporting to support risk‑based decision‑making. • Champion continuous improvement initiatives that streamline processes and strengthen security posture.

    • Cyber Security Engineer AVP
      Apr 2022 - Oct 2023 · 1 yr 7 mos

      • Coordinated enterprise DAST, SAST, and penetration testing programs across hundreds of applications. • Consolidated security metrics and compliance reporting for senior leadership, reducing reporting cycle time and improving visibility. • Evaluated developer mitigation proposals and ensured alignment with enterprise security standards. • Trained development teams on Veracode, secure SDLC practices, and application security policies. • Partnered with engineering and risk teams to accelerate remediation and improve audit readiness.

  • Coordinator - VM|DP (Vulnerability Management & Data Protection) @ Truist at ICONMA
    Jun 2021 - Apr 2022 · 11 mos

    • Supported cybersecurity integration during Truist’s merger‑of‑equals, coordinating AppSec onboarding across business units. • Accelerated application onboarding into DAST/SAST/Pentest pipelines by gathering architecture, build, and dependency data. • Managed cross‑team communication, status reporting, and metrics for VMDP leadership. • Served as liaison between application owners and security teams to streamline workflows and reduce friction. • Improved transparency and predictability of vulnerability management processes during a high‑change environment.

  • Inova Health System (5 yrs 8 mos)
    • IT Manager for ITCC, ITSM team, IT Service Desk & Call Center team
      Feb 2016 - Jun 2021 · 5 yrs 5 mos

      • Built and led a 24/7 IT Command Center supporting 19,000 users across a major healthcare system. • Directed enterprise incident management, outage communications, and emergency coordination for clinical operations. • Led surge staffing of 50+ personnel during COVID‑19, ensuring continuity of patient‑facing services. • Reengineered service management processes across Help Desk, Incident, Problem, and Infrastructure teams, reducing MTTR by 50%. • Implemented enterprise communication systems (SMS, email, digital signage, screen popups) for outages and critical updates. • Partnered with clinical and operational leaders to stabilize high‑risk environments and improve service reliability.

    • Network Systems Sr. Architect
      Nov 2015 - Feb 2016 · 4 mos

      • Led virtualization expansion using VMware, Citrix, VSAN, and cloud technologies to support enterprise growth. • Planned and deployed AirWatch MDM across 19,000 users, improving mobile security and device governance. • Designed scalable infrastructure solutions to support clinical and business applications. • Partnered with security and infrastructure teams to modernize legacy systems and improve resilience.

  • Sr. Infrastructure Engineer at Redwood Trust, Inc.
    Apr 2015 - Oct 2015 · 7 mos

    • Managed multi‑site VMware and NetApp environments supporting business‑critical workloads. • Consolidated legacy systems and improved infrastructure performance and reliability. • Built SQL clusters to support new business applications and data initiatives. • Delivered infrastructure modernization recommendations to leadership.

  • Systems Engineer, Virtualization at Lewan Technology
    Jan 2014 - Mar 2015 · 1 yr 3 mos

    • Designed and deployed VMware, Citrix, and storage solutions for enterprise clients. • Trained administrators and technical teams on virtualization best practices. • Authored SOWs and led customer engagements from design through implementation. • Improved client infrastructure performance, scalability, and operational efficiency.