Information Security Training Awareness Lead (MA or REMOTE)
: Job Details :

Overview

Information Security Training Awareness Lead (MA or REMOTE) Worcester, MA, USA. Hybrid work arrangement or remote work location.

For more than 170 years, The Hanover has been committed to delivering on our promises and being there when it matters the most. We live our values every day, demonstrating we CARE through our values, Sustainability initiatives and inclusive corporate culture.

This is a full-time, exempt position.

POSITION SUMMARY:

We are seeking a dynamic and experienced information security lead to drive our Information Security Training, Awareness, and Outreach initiatives. This role strengthens our cybersecurity posture by designing and executing engaging training programs, phishing simulations, and targeted outreach campaigns. You will work closely with the Security Operations Center (SOC), Legal, HR, Corporate Communications, IT, and other stakeholders to foster a culture of security awareness across the enterprise. Annual plans will be created to meet program goals and regulatory requirements with agility to address dynamic security challenges.

This role will produce training materials for targeted audiences addressing various learning styles through visual, auditory, and kinesthetic methods. The individual will build relationships with affected business units to meet objectives, implement and manage phishing exercises, training modules, and communication materials, and act as a liaison/change agent between the CISO and business units across the Enterprise.

WHAT YOU WILL DO IN THE ROLE:

Program Leadership & Strategy

• Lead responsibility on significant course development of annual training and awareness plans aligned with regulatory requirements, threat landscape, and organizational goals.
• Lead the design and execution of phishing simulations and insider threat training programs based on NIST standards. Act as a change agent to promote adoption of security and IT best practices across business units.

Instructional Design & Delivery

• Create engaging, multi-modal training content tailored to diverse learning styles (visual, auditory, kinesthetic; inspired by the current cyber threat landscape).
• Translate complex technical and information security concepts into accessible, actionable learning materials.
• Deliver impactful presentations and facilitate training sessions for audiences at all organizational levels.
• Build an outreach network to serve as liaisons between the Office of the CISO and business units.
• Develop and distribute awareness materials via newsletters, forums, digital signage, and online platforms.
• Establish and maintain an intuitive online hub for training schedules, resources, and security references.
• Create communications responding to active social engineering campaigns, raising awareness to targeted parties and helping to protect The Hanover.

Metrics, Reporting & Analysis

• Develop and maintain KPIs and monthly metrics to measure the effectiveness of training, phishing simulations, and outreach efforts.
• Analyze trends and performance data to identify areas for improvement and inform future strategy.
• Collaborate with the GRC team to align reporting with compliance and risk management objectives.
• Prepare and present executive-level summaries and board communications to highlight program impact and progress.
• Ability to use automation tools such as Power BI is preferred but not required.

Collaboration & Risk Mitigation

• Partner with Legal, HR, SOC, and Corporate Communications teams to address insider threats and develop mitigation strategies.
• Support incident response efforts through targeted education and outreach.
• Promote understanding of IT security responsibilities and organizational policies.

WHAT YOU NEED TO APPLY:

• Bachelors degree or 5+ years of relevant experience in cybersecurity, instructional design, or adult education.
• Proficiency in MS Office Suite and familiarity with security training platforms (e.g., Proofpoint).
• Knowledge of cybersecurity frameworks (NIST, ISO, MITRE) preferred.
• Experience designing and delivering training in virtual and matrixed environments.
• Strong organizational and time management skills; ability to adapt and solve problems creatively.
• Skilled in multimedia and web design tools (e.g., Articulate, Captivate, webinar platforms).
• Ability to influence stakeholders and execute strategic plans across a large enterprise.

Certifications (preferred, not required):

• SANS Security Awareness Professional (SSAP)
• Specifically designed for professionals managing security awareness programs.
• SANS Managing Human Risk
• Focuses on behavior change and building a culture of security.

CAREER DEVELOPMENT

Its not just a job, its a career, and we are here to support you every step of the way. Through on-the-job experiences, personalized coaching and our robust learning and development programs, we encourage you at every level to grow and develop.

BENEFITS

We offer comprehensive benefits to help you be healthy, build financial security, and balance work and home life. At The Hanover, youll enjoy what you do and have the support you need to succeed.

Benefits include:

• Medical, dental, vision, life, and disability insurance
• 401K with a company match
• PTO
• Cultural Awareness Day in support of IDE
• On-site medical/wellness center (Worcester only)

The Hanover values diversity in the workplace and among our customers. The company provides equal opportunity for employment and promotion to all qualified employees and applicants on the basis of experience, training, education, and ability to do the available work without regard to race, religion, color, age, sex/gender, sexual orientation, national origin, gender identity, disability, marital status, veteran status, genetic information, ancestry or any other status protected by law. This statement is provided in compliance with applicable equal opportunity laws.

As an equal opportunity employer, Hanover does not discriminate against qualified individuals with disabilities. Individuals with disabilities who wish to request a reasonable accommodation to participate in the job application or interview process, or to perform essential job functions, should contact us at: ...@hanover.com and include the link of the job posting in which you are interested.

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Compensation: The target hiring range for this role may vary based on geographic location and other factors, including merit or performance, demonstrated proficiency, skills for the role, education, travel requirements, and experience. Additional compensation may include an annual bonus, long-term incentive, or spot recognition awards. The posted range reflects our ability to hire at different position titles and levels depending on background and experience.

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