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Executive Cyber Security Instructor Jobs (NOW HIRING)

Endyna

Penetration Testing - SME

Mclean, VA · On-site

Executive briefings * OARS findings * Penetration test reports * Conclusions memoranda * Attack ... Capstone exercises * Instructor coaching * Training materials * Student guides * Presentation ...

Endyna

Penetration Testing - SME

Mclean, VA · Remote

Executive briefings * OARS findings * Penetration test reports * Conclusions memoranda * Attack ... Capstone exercises * Instructor coaching * Training materials * Student guides * Presentation ...

SV Academy

Sales Development Representative

Charlotte, NC · Hybrid

$55K - $95K/yr

Live, instructor-led training on Zoom, Monday through Thursday, 6-9 pm (ET or PT). * Days 11-100 ... AI, fintech, cybersecurity, and other high-growth verticals. Led by CEO Michael Colonnese, a 15 ...

SV Academy

Sales Development Representative

Charlotte, NC · On-site

$55K - $95K/yr

Live, instructor-led training on Zoom, Monday through Thursday, 6-9 pm (ET or PT). * Days 11-100 ... AI, fintech, cybersecurity, and other high-growth verticals. Led by CEO Michael Colonnese, a 15 ...

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Executive Cyber Security Instructor information

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$38.5K

$58.2K

$87K

How much do executive cyber security instructor jobs pay per year?

As of Jul 15, 2026, the average yearly pay for executive cyber security instructor in the United States is $58,171.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,000.00 and $64,500.00 per year, depending on experience, location, and employer.

What is the difference between Executive Cyber Security Instructor vs Cyber Security Trainer?

AspectExecutive Cyber Security InstructorCyber Security Trainer
CertificationsCEH, CISSP, CISSP-ISSAP, CISSP-ISSEP, CISACompTIA Security+, CEH, CISSP (preferred)
Work EnvironmentCorporate, government, or academic settings; high-level training sessionsWorkshops, seminars, online platforms; broader audience
Employer & Industry UsageOrganizations seeking executive-level cybersecurity trainingTraining companies, educational institutions, corporate training programs

The main difference is that an Executive Cyber Security Instructor typically delivers high-level, strategic cybersecurity training to executives and senior staff, often requiring advanced certifications and experience. A Cyber Security Trainer generally provides broader, technical training to a wider audience, including entry-level and mid-career professionals. Both roles involve educating others on cybersecurity, but their target audiences and training scope differ.

What cities are hiring for Executive Cyber Security Instructor jobs? Cities with the most Executive Cyber Security Instructor job openings:
What are the most commonly searched types of Cyber Security Instructor jobs? The most popular types of Cyber Security Instructor jobs are:
What states have the most Executive Cyber Security Instructor jobs? States with the most job openings for Executive Cyber Security Instructor jobs include:
Executive Cyber Security Instructor jobs near you
Penetration Testing - SME

Penetration Testing - SME

Endyna

Mclean, VA • On-site

Contractor

Posted 14 days ago

Job description

Location: Remote / Hybrid / Travel as Required
Security Requirement:
Must be eligible to obtain and maintain an HHS Tier 4 High Risk Public Trust.
Position Summary
EnDyna is seeking a highly experienced Penetration Testing Subject Matter Expert (SME) to provide technical leadership supporting the HHS Office of Inspector General Cyber Assessment Team.
The SME will lead complex penetration testing engagements, provide technical consulting to Federal auditors, develop testing methodologies, mentor penetration testers, deliver cybersecurity training, and serve as a trusted advisor to Government leadership.
Primary Responsibilities
Technical Leadership
  • Lead penetration testing engagements
  • Develop attack strategies
  • Review Rules of Engagement
  • Provide technical oversight
  • Review testing methodologies
  • Ensure technical quality
  • Mentor penetration testers
  • Validate technical findings

Advanced Penetration Testing
Lead and perform:
  • Red Team operations
  • Advanced exploitation
  • Cloud security testing
  • AI security testing
  • Active Directory attacks
  • Wireless testing
  • Mobile security
  • Web application assessments
  • Social engineering assessments
  • Container security testing
  • Internal network assessments
  • External network assessments

Technical Consulting
Serve as cybersecurity advisor to OIG auditors by:
  • Providing technical guidance
  • Supporting complex audits
  • Evaluating security architectures
  • Reviewing vulnerability data
  • Advising on remediation strategies
  • Supporting Cyber Range activities

Reporting
Lead development of:
  • Executive briefings
  • OARS findings
  • Penetration test reports
  • Conclusions memoranda
  • Attack confirmation lists
  • Risk analyses
  • Technical recommendations

Training
Develop and deliver:
  • 4-5 day penetration testing courses
  • Hands-on laboratories
  • Live exploit demonstrations
  • Capstone exercises
  • Instructor coaching
  • Training materials
  • Student guides
  • Presentation slides

Technical Expertise
Demonstrated expertise in:
  • Offensive Security
  • Threat emulation
  • Adversary tactics
  • Cloud security
  • Active Directory
  • Application security
  • Network security
  • Secure development
  • Risk management
  • Federal cybersecurity

Minimum Qualifications
  • Bachelor's degree
  • Master's preferred
  • 10+ years of penetration testing experience
  • 5+ years leading technical teams
  • Experience supporting Federal agencies
  • Extensive report writing experience
  • Strong presentation skills

Highly Desired Certifications
One or more advanced certifications:
  • OSCE3
  • OSEP
  • OSEE
  • GXPN
  • GPEN
  • CISSP
  • GREM
  • CRTO
  • CARTP
  • CARTC

Preferred Experience
Experience with:
  • HHS
  • OIG
  • DHS
  • Federal Inspector General organizations
  • NIST SP 800-115
  • Federal auditing
  • Cyber Range environments
  • Offensive security consulting

Apply