Cybersecurity, Incident Response & Hands-On Training Contract IT Instructor (Ons

Remote•Remote

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About this role

Position Title: Contract Instructor

Cybersecurity, Incident Response & Hands-On Training Area: USA, APAC, EMEA, LATAM Location/Work type: Remote: Virtual and in-person classes Do you love cybersecurity and thrive on helping organizations strengthen their security posture and build resilient defense teams? Pluralsight’s Instructor-Led Training (ILT) team is seeking exceptional Independent Contract Cybersecurity Instructors and Scenario Developers to deliver engaging, high-impact training experiences for Fortune 500 clients. This opportunity allows you to lead live, instructor-led sessions both in-person and virtually, empowering technical and leadership teams through interactive Tabletop Exercises (TTX) and competitive Capture the Flag (CTF) events. Pluralsight offers many ILT solutions including: short workshops, 1–5 day classes, immersive security academies, and blended learning solutions. With topics ranging from incident response workflows to hands-on Red/Blue/Purple team exercises, you will guide learners through structured, real-world instruction that drives immediate security impact. With flexible scheduling, competitive daily rates, and the ability to work from anywhere, this role is ideal for experienced security professionals who are passionate about sharing knowledge and elevating teams. Who you're committed to being:
A passionate educator who believes cybersecurity learning should be practical, engaging, and transformational.
A confident communicator who can bridge the gap between high-level incident response strategy and hands-on technical skill-building for diverse audiences.

What you'll do

Deliver live instructor-led cybersecurity training, interactive Tabletop Exercises (TTX), and Capture the Flag (CTF) events (both virtual and onsite) for enterprise clients.
Design industry-tailored threat scenarios, author CTF challenges, and set up vulnerable lab or sandbox environments.
Facilitate decision-making workflows, post-exercise debriefs (hotwashes), and technical walkthroughs that reinforce defensive remediation strategies.
Stay current on emerging threat landscapes, MITRE ATT&CK TTPs, and industry security standards.
Represent Pluralsight professionally while creating an engaging, inclusive, and high-energy learning environment.
Actively monitor our Instructor Portal to accept/decline class opportunities and communicate timely with Pluralsight project managers. Experience you'll bring:
5+ years of hands-on professional experience in cybersecurity (e.g., Incident Response, SOC/Threat Hunting, Penetration Testing, or Security Engineering).
2+ years of experience facilitating technical training, hosting CTFs, or leading incident response tabletop exercises.
Deep expertise in one or more of the following areas:
Tabletop Exercise (TTX) Design & Executive/Technical Facilitation
CTF Challenge Development (Web Security, Forensics, Reverse Engineering, Binary Exploitation)
Threat Frameworks (MITRE ATT&CK, NIST IR, OWASP Top 10)
Incident Response Playbooks, Workflows, & After-Action Reporting (AAR)

Posting details

Remote

Yes

Employment type

—

Workplace type

Remote

Source

remotejobsorg

First seen

9/18/2026, 2:10:25 AM

Last seen

9/18/2026, 2:10:25 AM