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Remote Cyber Security Trainer Jobs in Springfield, MA

DataAnnotation

Security Engineer - AI Trainer

Hartford, CT · Remote

$40 - $75/hr

... remote work and setting your own schedule. We are looking for experienced cybersecurity professionals to help advance AI development. Cybersecurity platforms are increasingly powered by AI -- but ...

Cliftonlarsonallen

GRC Manager

West Hartford, CT · On-site +1

CliftonLarsonAllen, LLP (CLA) is seeking an experienced and dynamic IT and Cybersecurity Controls ... Provide training and guidance to CLA staff on applicable regulatory requirements and best practices ...

The Whiteside Agency

IAM Operations Engineer

Hartford, CT · Remote

$126K - $208K/yr

... education, training, credentials and experience of the candidate; and other conditions of ... Identity and Access Management (IAM) team within Travelers Cybersecurity organization is seeking ...

All JobsRemote Cyber Security Trainer JobsRemote Cyber Security Trainer Jobs in Springfield, MA

Remote Cyber Security Trainer information

See Springfield, MA salary details

$38.4K

$58K

$86.7K

How much do remote cyber security trainer jobs pay per year?

As of Jun 8, 2026, the average yearly pay for remote cyber security trainer in Springfield, MA is $57,967.00, according to ZipRecruiter salary data. Most workers in this role earn between $47,800.00 and $64,300.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Remote Cyber Security Trainer, and why are they important?

To thrive as a Remote Cyber Security Trainer, you need a solid background in cybersecurity concepts, teaching experience, and relevant certifications such as CISSP, CompTIA Security+, or CEH. Familiarity with e-learning platforms, remote training tools, and cybersecurity labs is commonly required. Strong communication, adaptability, and the ability to simplify complex topics are crucial soft skills for engaging and instructing diverse audiences. These skills and qualifications ensure effective knowledge transfer, learner engagement, and up-to-date, practical cybersecurity training in a remote environment.

What is the difference between Remote Cyber Security Trainer vs Remote Cyber Security Analyst?

AspectRemote Cyber Security TrainerRemote Cyber Security Analyst
CertificationsCompTIA Security+, CISSP, CEHCompTIA Security+, CISSP, CEH
Work EnvironmentOnline training platforms, corporate training sessionsSecurity monitoring, incident analysis, reporting
Employer & Industry UsageEducational institutions, corporate training providersIT firms, cybersecurity departments, government agencies

While both roles require similar certifications and often operate in digital environments, a Remote Cyber Security Trainer focuses on educating and training others in cybersecurity practices, whereas a Remote Cyber Security Analyst concentrates on monitoring systems, analyzing threats, and responding to security incidents remotely.

How does a Remote Cyber Security Trainer typically collaborate with organizations and learners to ensure effective knowledge transfer?

As a Remote Cyber Security Trainer, you will frequently collaborate with both client organizations and individual learners through virtual platforms. This involves tailoring training sessions to address specific security needs, facilitating interactive workshops, and providing real-time feedback via video calls or online forums. Effective trainers build strong communication channels with IT teams and stakeholders to customize course content, share the latest security trends, and assess learning progress. This collaborative approach ensures that participants gain practical, up-to-date skills and are able to apply them within their organizational context.

What does a Remote Cyber Security Trainer do?

A Remote Cyber Security Trainer is responsible for teaching individuals or groups about various aspects of cyber security through online platforms. They design and deliver training sessions, create educational materials, and assess learners' progress to ensure understanding of key concepts such as network security, threat detection, and best practices. Working remotely, they often use video conferencing tools, webinars, and online courses to reach students globally. Their goal is to equip learners with the skills needed to protect organizations and individuals from cyber threats.
What are popular job titles related to Remote Cyber Security Trainer jobs in Springfield, MA? For Remote Cyber Security Trainer jobs in Springfield, MA, the most frequently searched job titles are:
What job categories do people searching Remote Cyber Security Trainer jobs in Springfield, MA look for? The top searched job categories for Remote Cyber Security Trainer jobs in Springfield, MA are:
Remote Cyber Security Trainer jobs near you
Product Security Engineer - AI Trainer

Product Security Engineer - AI Trainer

DataAnnotation

Hartford, CT • Remote

$40 - $75/hr

Part-time

Posted 15 days ago

Job description

Join the DataAnnotation team and contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule.

We are looking for experienced cybersecurity professionals to help advance AI development. Cybersecurity platforms are increasingly powered by AI — but these systems still need practitioners with real-world experience to validate whether the outputs actually hold up in practice. That's where you come in.

As a member of DataAnnotation's team, you'll work closely with state-of-the-art AI models on tasks like evaluating AI-generated security content, solving technical security problems, and providing feedback that directly shapes how these systems reason about real-world threats and defenses. Some team members fit this work alongside a full-time role, while others treat it as their primary focus.

To get started, once you sign up for an account, you'll take a short assessment (this serves as our version of an interview). If you pass, you'll receive an email confirmation and paid work will become available to you through our platform.

Benefits:

  • Fully remote: work from anywhere in the US, Canada, UK, Ireland, Australia, and New Zealand.
  • Flexible schedule: choose which projects you take on and when you work.
  • Projects are paid hourly starting at $50-75+/hr, with bonuses for high-quality and high-volume work
  • Impact: help shape the future of AI technologies built for cybersecurity.

Responsibilities:

  • Evaluate AI-generated cybersecurity content — including threat analysis, vulnerability assessments, and offensive security techniques — for real-world accuracy and validity.
  • Design and solve security-focused technical problems used to train AI systems.
  • Write clear technical explanations and security-relevant code.
  • Provide feedback that directly shapes the next generation of AI security models.

Qualifications:

  • 2+ years of hands-on experience in a cybersecurity role — such as penetration testing, red teaming, incident response, detection engineering, DFIR, malware analysis, threat intelligence, or adjacent fields, including government or military cyber operations.
  • Some coding experience required; comfort navigating and patching a codebase is key.
  • Fluency in English (native or bilingual level) with strong writing skills.
  • A bachelor's degree is preferred.
  • Cybersecurity certifications are a plus (e.g., OSCP, CRTO, GREM, GCFA, CEH, and similar).

Note: Payment is made via PayPal. We will never ask for any money from you. This job is only available to those in the US, Canada, UK, Ireland, Australia, and New Zealand.

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