Senior Red Team Trainer - Relocation to Singapore

A Cybersecurity training provider is looking for a Senior Red Team Trainer for relocation to Singapore. As a Senior Trainer (Red Team Focus), you will design, develop, and deliver bespoke cyber training programs, oversee custom cyber range engagements, and provide ad-hoc cybersecurity consulting services.

Requirements

• Design, develop, and deliver bespoke cyber training programs
• Oversee custom cyber range engagements
• Provide ad-hoc cybersecurity consulting services
• Collaborate with prospective clients to understand their operational goals, security maturity, and learning objectives
• Design tailored red team curricula, including slide decks, hands-on labs, playbooks, and assessment criteria
• Conduct immersive red team training sessions
• Prepare and present post-training deliverables—executive summaries, detailed findings, and recommendations—to client stakeholders
• Lead early discussions to identify the client’s technical environment (on-premises, cloud, OT/ICS) and desired threat scenarios
• Architect, build, and deploy realistic cyber range environments
• Develop and implement multi-phase attack scenarios
• Facilitate range activities, mentor participants throughout the engagement, and adapt scenarios dynamically based on participant progress
• Deliver comprehensive after-action reports, highlighting technical observations, participant performance metrics, and actionable growth guidance
• Engage on ad-hoc client projects requiring specialized research, prototype development, or bespoke training modules
• Conduct technical feasibility assessments, deliver proof-of-concept solutions (e.g., attack tools, detection rules, lab environments), and translate findings into training deliverables or code packages
• Coordinate with client teams to define project scope, timelines, and success criteria
• Present project outcomes, including demonstration of functionality, lessons learned, and strategic recommendations
• Serve as the primary point of contact for all engagement phases - planning, delivery, and post-delivery follow-up
• Communicate effectively with executive-level stakeholders, technical teams, and internal colleagues to ensure alignment on objectives, deliverables, and timelines
• Mentor and guide junior trainers, cyber range engineers, and analysts to foster continuous learning and skill development within the team

Benefits

• Generous Paid Time Off
• 401k Matching
• Retirement Plan
• Relocation Assistance
• Visa Sponsorship