GuidePoint Security is hiring a Director of IT Operations to lead strategic and hands-on technology initiatives. This role is for a self-driven professional who excels in a fast-paced, technology-focused environment, collaborating with specialist teams to shape our technology, security, and AI strategy.
What You'll Do
- Collaborate with specialist teams to develop and execute the company's technology, security, and AI strategy, including roadmap development.
- Oversee all IT operations including Helpdesk/Service Desk, Systems Operations, Infrastructure/Network Operations, and End-user Computing/Device Management.
- Lead incident, problem, and change management processes, ensuring timely resolution with minimal business disruption.
- Provide hands-on involvement in complex technical issues, system troubleshooting, and architecture decisions while mentoring team members.
- Coordinate deployment of IT projects, including hardware, software, and AI/ML solutions, in partnership with specialist teams.
- Partner with specialist teams to evaluate and integrate AI, machine learning, and automation technologies while maintaining governance and security.
- Lead cross-functional security vulnerability management initiatives.
- Participate in and provide compliance audit responses for SOC2, CMMC, and other requirements.
- Develop and maintain business continuity plans, disaster recovery strategies, and IT asset/license management programs.
- Participate in vendor selection, negotiation, and management for outsourced services, applications, and platforms.
- Establish and monitor SLAs and KPIs, providing regular executive reporting on operational metrics and performance.
- Manage IT operations budget, cost optimization, capacity planning, and risk mitigation strategies.
- Ensure comprehensive documentation of all IT procedures, processes, policies, and AI use cases.
- Supervise recruitment, development, and retention of IT operations teams.
What We're Looking For
- Exceptional communication and collaboration skills with proven ability to work with technical specialists, business stakeholders, and executive leadership.
- Hands-on technical expertise with ability to dive into complex technical problems and provide guidance.
- 10+ years' experience managing information technology operations.
- Experience managing Helpdesk, SysOps, Infrastructure/Network Operations, and end-user computing environments.
- Experience managing dynamic cloud and virtualized environments (e.g., AWS, Azure, VMware).
- Strong understanding of ITIL processes including incident, problem, change, and service request management.
- Experience with ITSM tools (e.g., ServiceNow, Jira Service Management) and monitoring platforms.
- Demonstrated experience with AI/ML platforms (e.g., Amazon Bedrock, Google Gemini, Azure AI, OpenAI) and knowledge of AI security, governance, and compliance.
- Expertise in implementing SaaS applications, including AI-powered productivity and security tools.
- Strong background in Identity and Access Management.
- Experience participating in and providing evidence for compliance initiatives (SOC2, CMMC).
- Proven experience managing IT budgets, vendor relationships, contract negotiations, and capacity planning.
- Experience in project management, system implementation, and coordinating pilot programs.
- Proven track record analyzing complex problems and proposing innovative, data-driven solutions.
- Demonstrated leadership style with strong team management and technical mentorship skills.
- Highly self-motivated and detail-oriented with ability to balance strategic priorities and tactical execution.
- Bachelor's degree in a relevant discipline or equivalent experience.
Nice to Have
- Preference for experience working with specialist teams in security, applications, and AI.
- Professional certifications such as ITIL, CCNA, PMP, AWS Certified Solutions Architect, AWS Certified Machine Learning, or equivalent AI/cloud certifications.
Technical Stack
- AWS, Azure, VMware
- ServiceNow, Jira Service Management
- Amazon Bedrock, Google Gemini, Azure AI, OpenAI
Team & Environment
You will collaborate closely with specialist teams and supervise IT operations teams in an environment where colleagues are knowledgeable, skilled, and experienced, seeking to collaborate and provide mentorship.
Benefits & Compensation
- Remote workforce primarily (U.S. based only).
- Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans).
- Group Dental Insurance: GuidePoint pays 100% of the premium for employees and 75% of family plans.
- 12 corporate holidays and a Flexible Time Off (FTO) program.
- Healthy mobile phone and home internet allowance.
- Eligibility for retirement plan after 2 months at open enrollment.
- Pet Benefit Option.
Work Mode
This is a remote position open to candidates anywhere in the U.S.
GuidePoint Security is an equal opportunity employer.






