Josh
Gilmour

Senior Director of IT with 20+ years of experience scaling high-growth organizations. I align business goals with hands-on technical execution, building resilient, efficient, and automated Corporate IT operations.

Boston, MA Senior Director of IT
Josh Gilmour
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Career Journey

Experience

Senior Director of IT Salsify June 2022 — Present

Leading Corporate IT strategy and operations for a global workforce. Responsible for scaling internal infrastructure to support rapid headcount growth, managing the employee technology lifecycle, and maintaining operational stability through hands-on technical leadership.

Senior Director of IT Operations Brightcove January 2019 — June 2022

Managed IT team supporting employees and contractors across 9 global offices. Led team mentorship, escalation management, vendor relationships, and cross-functional stakeholder collaboration to deliver strategic technology solutions.

Director of IT Operations Brightcove September 2016 — January 2019

Assumed expanded leadership role reporting directly to CFO, overseeing IT operations and additional staff while aligning technology initiatives with organizational objectives.

Principal Systems Administrator (Rapid Progression) Brightcove June 2006 — September 2016

Career Trajectory: Intern → Tech Support → Network Admin → Sr. Admin → Principal Admin.

Advanced through five roles over ten years, evolving from desktop support to architecting hybrid Windows/Linux server environments. Key contributions included leading headquarters relocation, managing enterprise network infrastructure, and serving as the primary technical escalation point for critical systems.

Information Security Co-op Stanford Financial Group June 2005 — September 2005

Deployed network and security infrastructure for Boston satellite office, supported enterprise security software rollouts, and conducted research on secure messaging solutions.

Network/Security Intern Conqwest March 2000 — August 2004

Gained foundational experience at an Internet Security VAR, contributing across networking, security, web development, and programming initiatives.

  • Netscreen (Juniper) firewall certification
  • Built automated custom network vulnerability scans
  • Assisted NT4 to Windows 2000 domain migration
  • Hands-on CA and TrendMicro product deployments

Expertise

Skills & Technologies

Leadership & Strategy

IT Strategy Team Leadership Digital Transformation Change Management Budgeting & Planning Vendor Management Talent Development Process Improvement Project Management Cross-functional Collaboration

Infrastructure

AWS Cloud Architecture Active Directory Cisco & Meraki Networking Hybrid Systems (Linux/Windows) Zero Trust Architecture Infrastructure as Code

Identity & SaaS Platforms

Okta JumpCloud Google Workspace Atlassian JAMF Slack GitHub Cato

Automation

Workato Okta Workflows Slack Workflows Atlassian Automation API Integrations iPaaS

Security & Compliance

Identity & Access Management SSO/SAML/SCIM SOC 2 Compliance Security Awareness Endpoint Security

AI & Developer Tools

Generative AI Strategy LLM Integration (Claude/OpenAI/Gemini) AI-Assisted Development CI/CD Pipelines (GitHub Actions) Prompt Engineering Low-Code/No-Code Platforms

Background

Education

Bellevue University

BCIS, Computer Networking

2008 — 2010

Wentworth Institute of Technology

Computer Networking & Information Systems

2003 — 2006

Recognition

Certifications & Awards

Anthropic AI Fluency: Framework & Foundations

AI fundamentals and framework certification

Workato Gen AI & Business Ops

Generative AI and business operations certification

Workato Automation Pro I

Certified automation professional

Certified Meraki Network Operator

Network administration certification

Nutanix AHV Administration

Acropolis virtualization certification

Published Security Vulnerabilities

CVE-2004-2063, CVE-2004-2062, CVE-2004-0617 — XSS & SQL Injection discoveries

Beyond Work

Interests

I have a relentless passion for efficiency, automation, and AI, constantly exploring how new LLMs and emerging tools can streamline workflows. Outside of tech, I'm a music enthusiast and avid concert-goer. When the weather permits, you'll find me fishing with my sons or hitting the trails in my Wrangler when adventure calls.

Get in Touch

Let's Connect

Interested in discussing IT leadership, technology strategy, or potential opportunities? I'd love to hear from you.