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Director of IT Operations - Remote (Anywhere in the U.S.)

Remote

GuidePoint Security provides trusted cybersecurity expertise, solutions and services that help organizations make better decisions and minimize risk. By taking a three-tiered, holistic approach for evaluating security posture and ecosystems, GuidePoint enables some of the nation’s top organizations, such as Fortune 500 companies and U.S. government agencies, to identify threats, optimize resources and integrate best-fit solutions that mitigate risk.

General Description

The Director of IT Operations at GuidePoint Security will work at the cutting edge of Information Technology and Information Security. This position is for a self-driven technology fanatic who consistently tinkers, tweaks, learns, and improves. The ideal candidate thrives in a fast-paced, technology-centric environment, embraces emerging technologies (Cloud, Mobile, and AI/ML), enjoys challenges with innovative solutions, excels at streamlining traditional operations, can manage multiple initiatives, and takes pride in enabling employees with advanced technology capabilities. This is a hands-on management role requiring both strategic thinking and technical execution.

Roles and Responsibilities

  • Collaborate with specialist teams to develop and execute the company's technology, security, and AI strategy, including technology roadmap development and continuous improvement initiatives.
  • 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 of issues and 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, AI/ML solutions, and services in partnership with specialist teams.
  • Partner with specialist teams to evaluate and integrate AI, machine learning, and automation technologies while maintaining adherence to governance frameworks and security practices; ensuring ethical, compliant use across the organization.
  • Lead cross-functional security vulnerability management initiatives.
  • Participate in and provide compliance audit responses for SOC2, CMMC, and other requirements as defined by GuidePoint's Corporate Information Security Department.
  • 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 while aligning with personnel policies.
    • Other duties as assigned

Required Experience

  • Exceptional communication and collaboration skills with proven ability to work effectively with technical specialists, business stakeholders, and executive leadership.
  • Hands-on technical expertise with ability to dive into complex technical problems and provide guidance to engineering teams.
  • Experience managing Helpdesk, SysOps, Infrastructure/Network Operations, and end-user computing environments.
  • Experience managing dynamic cloud environments 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 considerations.
  • 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 to support Corporate Information Security in 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 solutions using data-driven approaches.
  • Demonstrated leadership style with strong team management capabilities and technical mentorship skills.
  • Highly self-motivated and detail-oriented with ability to balance strategic priorities and tactical execution.

Educational & Professional Credentials

  • Bachelor's degree in a relevant discipline or equivalent experience.
  • 10+ years' experience managing information technology operations, with 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.

Travel Requirements

  • Approximately 20% out-of-town travel to regional offices and/or data centers
  • Work remotely or at the regional office when not traveling

Physical Requirements

  • Sedentary work
  • Substantial movement of the wrists, hands, and/or fingers for a minimum of 8 hours a day
  • Required to have close visual acuity to view computer terminal and/or extensive reading for a minimum of 8 hours a day

We use Greenhouse Software as our applicant tracking system and Zoom Scheduler for HR screen request scheduling. At times, your email may block our communication with you. Please be sure to check your SPAM folder so that you don't miss updates on your application.


Why GuidePoint?

GuidePoint Security is a rapidly growing, profitable, privately-held value added reseller that focuses exclusively on Information Security. Since its inception in 2011, GuidePoint has grown to over 1,200 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 6,200 customers.

Firmly-defined core values drive all aspects of the business, which have been paramount to the company’s success and establishment of an enjoyable workplace atmosphere. At GuidePoint, your colleagues are knowledgeable, skilled, and experienced and will seek to collaborate and provide mentorship and guidance at every opportunity.  

This is a unique and rare opportunity to grow your career along with one of the fastest growing companies in the nation.

Some added perks….

  • Remote workforce primarily (U.S. based only, some travel may be required for certain positions, working on-site may be required for Federal positions)
  • Group Medical Insurance options: Zero Deductible PPO Plan (GuidePoint pays 90% of the premium for employees and 70% for family plans (spouse/children/family) or High Deductible Health Plan with HSA (GuidePoint pays 100% of the employees premiums and 75% for family plans (spouse/children/family). If you choose the High Deductible / HSA plan, GPS will contribute in 4 equal quarterly installments: ($850 per EE annually / $1750 per family annually (includes spouse/children/family options)
  • 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

 

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