Jobs · Management · Hawaii

CSSP Operations Training Lead

Guidehouse · Honolulu, HI · 4 wk ago
On-siteManagement$106k–$176k/yrFull-time

About the role

The CSSP Operations Training Lead is a key position within the Cyber Security Services Provider (CSSP) team. This role requires a minimum of five (5) years of experience in training program development, instructional design, or technical training delivery within cybersecurity operations, IT, or DoD environments. The ideal candidate must hold an active and maintained "SECRET" Federal or DoD security clearance and possess a Bachelor’s Degree in Education, Instructional Design, Cybersecurity, Information Technology, or a related field.

Responsibilities

  • Serve as the central point of accountability for all CSSP training activities, developing and managing training programs that are fully aligned with mission needs, analyst TIER requirements, tool updates, and operational lessons learned.
  • Create and maintain a rolling CSSP training agenda, designing and delivering both baseline and progressive training sessions while ensuring training content remains current and relevant to evolving operational demands and threat landscapes.
  • Cook up training sessions across multiple teams and locations, tracking completion status, maintaining accurate training records, and integrating learner and stakeholder feedback to continuously enhance program quality and workforce readiness.
  • Develop custom training materials based on specific tools, processes, and identified capability gaps across service areas while tailoring delivery methods to the unique requirements of individual teams and service areas.
  • Collaborate closely with operational leads, technical SMEs, and the broader CSSP leadership team to ensure training directly supports mission objectives and closes performance gaps.
  • Identify training needs through analysis of operational data, after-action reviews, and capability assessments, then design and execute responsive training solutions that improve overall CSSP effectiveness.
  • Promote a culture of continuous learning and professional development, mentoring personnel and fostering an environment where individual and team growth is prioritized.
  • Periodically evaluate training effectiveness through assessments, surveys, and performance metrics, making data-driven adjustments as needed.

Requirements

  • Minimum of FIVE (5) years of experience in training program development, instructional design, or technical training delivery within cybersecurity operations, IT, or DoD environments.
  • An ACTIVE and MAINTAINED "SECRET" Federal or DoD security clearance.
  • Demonstrated experience developing and managing training agendas, custom training modules, and role-based curricula.
  • Hold a Bachelor’s Degree in Education, Instructional Design, Cybersecurity, Information Technology, or a related field.
  • Show strong project management skills with proven ability to coordinate multiple training initiatives simultaneously.
  • Possess strong technical skills and working knowledge of cybersecurity tools, processes, and operational workflows.
  • Show a passion for learning and a proven track record of promoting an environment of individual and team development.
  • Excellent communication, presentation, and facilitation skills.

Qualifications

  • Experience with adult learning principles, instructional design methodologies (ADDIE, etc.), and modern training delivery platforms.
  • Passion for learning and a proven track record of promoting an environment of individual and team development.
  • Experience tailoring training content to incorporate real-world operational lessons learned and specific capability gaps.
  • Proficiency in tracking training completions, maintaining training records and requirements, and generating compliance reports.
  • Knowledge of CSSP operations, TIER requirements, and continuous improvement frameworks.

Skills

  • Strong technical skills and working knowledge of cybersecurity tools, processes, and operational workflows.
  • Excellent communication, presentation, and facilitation skills.
  • Ability to work independently with minimal guidance and oversight.
  • Demonstrated experience in cybersecurity or DoD training environments.

Benefits

The annual salary range for this position is $106,000.00-$176,000.00. Compensation decisions depend on a wide range of factors, including but not limited to skill sets, experience and training, security clearances, licensure and certifications, and other business and organizational needs.

What We Offer

  • Comprehensive, total rewards package including competitive compensation and a flexible benefits package.
  • Medical, Rx, Dental & Vision Insurance.
  • Personal and Family Sick Time & Company Paid Holidays.
  • Parental Leave.
  • 401(k) Retirement Plan.
  • Group Term Life and Travel Assistance.
  • Voluntary Life and AD&D Insurance.
  • Health Savings Account, Health Care & Dependent Care Flexible Spending Accounts.
  • Transit and Parking Commuter Benefits.
  • Short-Term & Long-Term Disability.
  • Tuition Reimbursement, Personal Development, Certifications & Learning Opportunities.
  • Employee Referral Program.
  • Corporate Sponsored Events & Community Outreach.
  • Care.com annual membership.
  • Employee Assistance Program.
  • Supplemental Benefits via Corestream (Critical Care, Hospital Indemnity, Accident Insurance, Legal Assistance and ID theft protection, etc.).

About Guidehouse

Guidehouse is an Equal Opportunity Employer–Protected Veterans, Individuals with Disabilities or any other basis protected by law, ordinance, or regulation. Guidehouse will consider for employment qualified applicants with criminal histories in a manner consistent with the requirements of applicable law or ordinance including the Fair Chance Ordinance of Los Angeles and San Francisco. If you have visited our website for information about employment opportunities, or to apply for a position, and you require an accommodation, please contact Guidehouse Recruiting at 1-571-633-1711 or via email at RecruitingAccommodation@guidehouse.com. All information you provide will be kept confidential and will be used only to the extent required to provide needed reasonable accommodation. All communication regarding recruitment for a Guidehouse position will be sent from Guidehouse email domains including @guidehouse.com or guidehouse@myworkday.com. Correspondence received by an applicant from any other domain should be considered unauthorized and will not be honored by Guidehouse. Note that Guidehouse will never charge a fee or require a money transfer at any stage of the recruitment process and does not collect fees from educational institutions for participation in a recruitment event. Never provide your banking information to a third party purporting to need that information to proceed in the hiring process. If any person or organization demands money related to a job opportunity with Guidehouse, please report the matter to Guidehouse’s Ethics Hotline. If you want to check the validity of correspondence you have received, please contact recruiting@guidehouse.com. Guidehouse is not responsible for losses incurred (monetary or otherwise) from an applicant’s dealings with unauthorized third parties. Guidehouse does not accept unsolicited resumes through or from search firms or staffing agencies. All unsolicited resumes will be considered the property of Guidehouse and Guidehouse will not be obligated to pay a placement fee.

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