Cybersecurity Trainer: Practitioner-to-Trainer Pathway

CENTRE FOR CYBERSECURITY INSTITUTE PTE. LTD.; Singapore; Hybrid; SGD 60,000 - 80,000; Full time

Job summary

A cybersecurity training organization in Singapore seeks a passionate individual to facilitate training for mid-career professionals transitioning into cybersecurity roles. You will design impactful learning experiences, coach learners, and ensure compliance with training regulations. This role offers a salary ranging from SGD 4,800 to 5,500 a month, along with professional development sponsorship and a collaborative work environment.

Benefits

Full sponsorship for industry certifications

Company-managed TAEPP registry compliance

14 days annual leave

Qualifications

• 1-3 years of experience in cybersecurity operations is essential.
• Must have the ability to adapt teaching methods to diverse learning paces.
• Previous formal teaching experience is not required, training will be provided.

Responsibilities

• Facilitate training delivery for cohorts of career-changers.
• Design learning experiences and curriculum based on feedback.
• Provide career support and coaching to learners.

Skills

1-3 years in cybersecurity operations

Teaching capabilities

Adaptability to learners' pace

Education

Cybersecurity certifications (CompTIA Security+, CEH, CCNA Security)

Job description

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 transfer
• In‑person meetings when the Academic Director or team needs face‑to‑face discussion
• Remote‑by‑default and intentional in‑person collaboration when needed.

Realistic First‑Year Challenges

1. Managing diverse learning paces: Some master Metasploit or pfsense in 2 sessions; others struggle with Linux basics. You'll need to empathise with learners, iterate explanations and stay patient.
2. Staying current: Cybersecurity doesn't pause. You will stay current with the latest news within the industry. We sponsor certifications and Continual Professional Development, but you own the discipline.
3. Continually develop pedagogical competencies: You'll need to complete ACLP within 12 months. Former senior analysts realise teaching ≠ explaining. We will support you but you will need to ground your mind and actions to be empathetic towards learners’ experience and outcome.

Compensation & Benefits

Base Salary: SGD $4,800–$5,500/month

• Determined by cybersecurity experience + specialist skills
• Annual review maps your specialist skills to transparent salary progression

Year 1 Professional Development: SGD $4,000-$6,500

• WSQ ACLP 2.0 (full sponsorship)
• GCIH or OSCP (full sponsorship)
• TAEPP registry compliance (company‑managed)

Leave:

• 14 days annual leave
• 14 days medical leave

Work Schedule

Weekly Commitment:

• Up to 36 hours of training delivery and preparation: Up to 24 hrs/week of training delivery + Up to 12 hrs prep/support; includes training every Saturday or Sunday afternoon per cohort
• Other weekly responsibilities: Learner support, team meetings, administrative work, professional development

In‑Person: Monthly team lunch + frequent during onboarding + ad‑hoc when it facilitates meeting agenda.

Why Join Us

Our vision: Be the world's trusted cybersecurity workforce developer.

Practically, this means:

• We understand industry and employer needs, then develop our learners to be meaningful contributors within the cyber workforce.
• Learners leave understanding how to protect their families' and own digital lives, not just corporate SOCs
• We invest in your professionalisation and development long‑term: TAEPP compliance, ACLP sponsorship, CPD.

Culture

Chill people but serious workers, people‑centric and life‑centric, high‑autonomy and high‑accountability, outcome‑focused. Systematic collaboration, not heroic individual execution. Singapore‑based; we understand local labour market realities and SSG compliance intimately.