Cybersecurity Trainer: Practitioner-to-Trainer Pathway

Overview Location: Singapore (Primarily remote delivery with intentional in-person collaboration)Employment Type: Full-Time Compensation: SGD $4,800 - $5,500/month Professional Development Investment (Year 1): SGD $4,000 - $6,500 (company-sponsored industry certifications (e.g. OSCP, GCIH, ACLP))What This Role Actually Is Singapore faces thousands of open cybersecurity roles . You'll transform career-changers with zero cybersecurity knowledge into cyber-ready professionals . Your learners aren't typical university graduates; they're mid-career professionals from non-tech backgrounds putting 300+ hours over 8 months to completely retool their careers. This isn't content delivery. You're designing learning experiences, coaching through imposter syndrome, troubleshooting lab environments at 10pm, and nurturing learners who couldn't explain "TCP/IP" in Week 1 to confidently analyse packet captures, create alert detection rules, analyse and report the attacks by the time they graduate. From April 2026, Singapore mandates all adult educators delivering government-supported training to register on the National Adult Educator Registry (as part of Training and Adult Educator Professional Pathway (TAEPP)) , professionalising training careers. We manage this compliance for you, sponsor your credentials, and position you as a recognised professional. Who This Is Built For: Practitioners Transitioning to Training If you're a cybersecurity practitioner ready to transition: 1-3 years in cybersecurity operations (SOC analyst, Pentester, Security Engineer, Network Engineer, Incident Responder, Digital Forensics)Little or no formal teaching experience , we'll train you to become a confident educator through full sponsorship of WSQ Advanced Certificate in Learning & Performance (ACLP) and our in-house learner centric train‐the‐trainer programme. Certifications (CompTIA Security+, CEH, CCNA Security, GCIH, OSCP)are bonuses, not requirements. Trading a technical role for work‐life balance, opportunities to impact lives, and a professionally credentialed career path . What we co‐invest in you (Year 1)Full sponsorship: WSQ ACLP 2.0(pedagogical certification, SGD $1,500–$2,500; flexible timeline)Full sponsorship of industry certificates: GCIH or OSCP (SGD $3,000–$4,500; aligned to your readiness and interest)Company‐managed TAEPP registry compliance (registration, CPD tracking, you focus on teaching, we handle bureaucracy)You're NOT a fit if: You expect minimal challenge. This is intense, high‐accountability work You can't handle adjusting to learners or to the work. (learners have different pace, some need 3 explanations while others understand you before you even complete your sentence)You're only here for "remote work perk". We're remote‐by‐default and have intentional in‐person collaboration when needed. What You'll Actually Do Training Delivery (Up to 24 hours/week depending on cohort load): Facilitate 2 weeknight sessions (4 hours each) +1 weekend afternoon (4 hours) per cohort Deliver hands‐on simulator‐based training: Cybersecurity Fundamentals, Linux, Python, Penetration Testing, SOC Operations, and Windows Forensics (we'll train you to be proficient in modules you're less familiar with)Manage cohorts of about 30 career‐changers. You're coaching, training, showing, and troubleshooting in real‐time, not lecturing. If teaching 2 cohorts: scales to 24 hrs/week (we design schedules collaboratively to avoid burnout)Learning Design & Iteration (20‐25% of your time): Continually assess learners' practical competency, not rote memorisation Iterate curriculum based on learner feedback, industry shifts, and employer hiring needs Build realistic simulation environments (vulnerable VMs, Scenario‐based challenges, incident response scenarios)You are empowered to modify curriculum and training approach within our andragogy , not just executing fixed syllabi Learner Success & Career Support (20‐25% of your time): Coach learners through technical frustrations Understand learners' strength and weakness to provide guidance in preparation for career Work with Career Coach to jointly support learners in meeting career goals Your learners' learning outcome and degree of skills application are your impact metrics. Collaboration One in‐person team lunch monthly with weekly virtual team meetings More frequent in‐person meetings during first 60‐90 days for effective knowledge