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Remote New

Training Enablement Manager

GuidePoint Security, LLC
medical insurance, dental insurance, flex time, retirement plan
United States
Dec 10, 2025

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.

The Training Enablement Manager at GuidePoint Security LLC ('GuidePoint') is responsible for leading the training infrastructure, learning management systems, and instructional design initiatives that support all GuidePoint employees. This role will report directly to the Director of Learning and Development and will serve as the primary point of contact for training operations, vendor partnerships, and learning technology management. The Training Enablement Manager is expected to work independently with minimal supervision, provide strategic leadership on training priorities, and ensure that GuidePoint's learning ecosystem supports the organization's growth and technical excellence.

Roles and Responsibilities:



  • Serve as the primary point of contact for vendors and partners regarding training enablement programs and strategic partnerships.
  • Oversee and manage all aspects of the Learning Management System (LMS), including page creation, catalog development, user and group management, and automations for assignments and grouping.
  • Determine and set priorities for LMS page and catalog development based on strategic business needs and employee requirements.
  • Manage and resolve technical problems related to the LMS and training technology platforms.
  • Create, maintain, and manage Jira queues and dashboards for Training Enablement to track projects, requests, and deliverables.
  • Define, develop, and implement internal certification and accreditation programs to recognize and credential learner achievements.
  • Develop and maintain training plan templates for technical, sales, and back-office roles across the organization.
  • Oversee the creation and alignment of vendor training paths in the LMS, ensuring they align with vendor partner vision and GuidePoint objectives.
  • Manage training requests submitted by employees, prioritizing based on strategic business needs and available resources.
  • Manage instructional design projects, deadlines, and priorities, coordinating with Instructional Designers and subject matter experts.
  • Maintain annual training requirements in the LMS and pull required training reports for stakeholders and compliance purposes.
  • Create, assign, and maintain badges in the LMS to recognize skills and achievements.
  • Upload and maintain live training recordings in a central repository for ongoing employee access.
  • Manage training platform licenses including Immersive Labs, PluralSight, and NFR (Not For Resale) licenses and permissions.
  • Implement and manage processes for continuous improvement of training content, leveraging feedback and data analytics.
  • Oversee technical assessments for all employees and candidates, coordinating with Lab Builders and technical teams.
  • Ensure regular and timely communications to all key stakeholders regarding training operations and initiatives.
  • Collaborate across the entire organization to identify training needs, gather feedback, and optimize learning experiences.
  • Stay current with learning and technology trends, evaluating and recommending new tools and approaches.
  • Other responsibilities as required.


Requirements:



  • Bachelor's degree in Learning & Development, Instructional Design, Human Resources, or related field.
  • Minimum of 5 years of experience in learning and development or training operations.
  • Minimum of 3 years of experience managing Learning Management Systems (LMS), preferably Docebo.
  • Proven experience managing vendor relationships and training partnerships.
  • Experience with project management tools such as Jira and Confluence.
  • Strong technical aptitude with the ability to troubleshoot LMS and training platform issues.
  • Experience with training platforms such as Immersive Labs, PluralSight, or similar technical training systems.
  • Knowledge of instructional design principles and adult learning theory.
  • Basic knowledge of information security and cyber operations is desired.
  • Self-motivated individual with the ability to work independently and manage multiple priorities simultaneously.
  • Excellent organizational and project management skills with demonstrated ability to meet deadlines.
  • Strong communication and interpersonal skills, with the ability to collaborate effectively with stakeholders at all levels.
  • Analytical mindset with the ability to leverage data to drive decisions and continuous improvement.
  • Experience utilizing remote teleconferencing tools and working in a remote environment.
  • Microsoft Office skills appropriate to training operations and reporting.

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 1000 employees, established strategic partnerships with leading security vendors, and serves as a trusted advisor to more than 4,200 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) and GPS will contribute in one lump sum: ($500 per EE annually / $1000 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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