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Remote Penetration Testing Jobs in Ontario (NOW HIRING)

Mercor

AI Safety Expert - Red Teaming

Toronto, ON · Remote

CA$20 - CA$22/hr

Remote Role Responsibilities * Red team conversational AI models and agents. Conduct jailbreaks ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Socio ...

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$20 - CA$22/hr

Remote Role Responsibilities * Red team conversational AI models and agents. Conduct jailbreaks ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Knowledge of ...

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$20 - CA$22/hr

Remote Role Responsibilities * Red team conversational AI models and agents. Conduct jailbreaks ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Knowledge of ...

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$20 - CA$22/hr

Contract Compensation: $20-$22/hour Location: Remote Role Responsibilities * Red team ... Background in Cybersecurity : penetration testing, exploit development, reverse engineering.

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$29 - CA$45/hr

Remote Role Responsibilities * Red team conversational AI models and agents by performing ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Socio ...

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$29 - CA$45/hr

Remote Role Responsibilities * Red team conversational AI models and agents by performing ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Socio ...

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$48 - CA$62/hr

Contract Compensation: $48-$62/hour Location: Remote Role Responsibilities * Red team ... Background in Cybersecurity : penetration testing, exploit development, reverse engineering.

Mercor

AI Safety Expert - Red Team

Toronto, ON · Remote

CA$29 - CA$45/hr

Remote Role Responsibilities * Red team conversational AI models and agents by performing ... Cybersecurity skills: penetration testing, exploit development, reverse engineering. * Socio ...

EnerSys

Application Security Engineer (REMOTE)

Ottawa, ON · Remote

CA$117K - CA$146K/yr

Conduct application security assessments, code reviews, API testing, threat modeling, and penetration testing to identify vulnerabilities. Define, maintain, and enforce secure coding standards ...

Fullscript

Staff, Security Engineer

Ottawa, ON · Remote

Experience conducting penetration testing, security research, or ethical hacking activities. * Experience protecting healthcare, regulated, or sensitive customer data. What we can offer you * Remote ...

Fullscript

Staff, Security Engineer

Toronto, ON · Remote

Experience conducting penetration testing, security research, or ethical hacking activities. * Experience protecting healthcare, regulated, or sensitive customer data. What we can offer you * Remote ...

All JobsPenetration Testing JobsRemote Penetration Testing JobsRemote Penetration Testing Jobs in Ontario

Remote Penetration Testing information

See Ontario salary details

$27.5K

$113.8K

$176K

How much do remote penetration testing jobs pay per year?

As of Aug 23, 2026, the average yearly pay for remote penetration testing in Ontario is $113,792.00, according to ZipRecruiter salary data. Most workers in this role earn between $85,500.00 and $141,500.00 per year, depending on experience, location, and employer.

What is remote penetration testing?

Remote penetration testing is a security assessment process where cybersecurity professionals, also known as ethical hackers, attempt to find and exploit vulnerabilities in an organization’s systems, networks, or applications from an offsite location. This simulates a real-world cyberattack to help organizations identify and fix security weaknesses before malicious actors can exploit them. Remote penetration testing is often conducted over the internet, making it a flexible and efficient option for businesses to assess their security posture without requiring onsite visits.

What are the key skills and qualifications needed to thrive as a remote penetration tester?

To thrive as a Remote Penetration Tester, you need a solid understanding of computer networks, cybersecurity principles, and common vulnerabilities, often supported by a degree in computer science or related certifications like OSCP or CEH. Familiarity with penetration testing tools such as Metasploit, Burp Suite, Nmap, and various operating systems is essential. Strong analytical thinking, attention to detail, and clear written communication skills help you effectively discover, document, and explain security findings to clients. These competencies are crucial for accurately identifying risks and helping organizations strengthen their security posture.

What are some common challenges faced by remote penetration testers, and how can they be addressed?

Remote penetration testers often encounter challenges such as limited access to physical infrastructure, varying levels of client preparedness, and potential communication barriers with on-site teams. To address these issues, it's important to establish clear communication channels, use secure remote access tools, and maintain detailed documentation of testing activities. Building strong relationships with client IT staff and staying up-to-date with remote testing best practices can also help ensure effective and successful engagements.

What is the difference between Remote Penetration Testing vs Vulnerability Assessment Specialist?

AspectRemote Penetration TestingVulnerability Assessment Specialist
CertificationsOSCP, CEH, GPENOSCP, CEH, CISSP
Work EnvironmentHands-on testing, simulated attacksScanning, identifying vulnerabilities
Industry UsageCybersecurity firms, IT departmentsSecurity teams, consulting firms

Remote Penetration Testing involves actively exploiting vulnerabilities to assess security defenses, while Vulnerability Assessment Specialists focus on identifying and prioritizing security weaknesses without exploiting them. Both roles require similar certifications and often work in overlapping environments, but penetration testers perform more in-depth, simulated attack scenarios to evaluate security robustness.

What are the most commonly searched types of Penetration Testing jobs in Ontario?

The most popular types of Penetration Testing jobs in Ontario are:

What are popular job titles related to Remote Penetration Testing jobs in Ontario?

For Remote Penetration Testing jobs in Ontario, the most frequently searched job titles are:

What job categories do people searching Remote Penetration Testing jobs in Ontario look for?

The top searched job categories for Remote Penetration Testing jobs in Ontario are:

What cities in Ontario are hiring for Remote Penetration Testing jobs?

Cities in Ontario with the most Remote Penetration Testing job openings:

Remote Penetration Testing jobs near you
Infographic showing various Remote Penetration Testing job openings in Ontario as of August 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 100% Remote job distribution, with an average salary of $113,792 per year, or $54.7 per hour.

AI Red Team Specialist - Remote | Upto $22/hr

Mercor

Toronto, ON • Remote

CA$22/hr

Full-time

This job post has expired 4 days ago. Applications are no longer accepted.

Job description

About the job

Mercor connects elite creative and technical talent with leading AI research labs. Headquartered in San Francisco, our investors include Benchmark, General Catalyst, Peter Thiel, Adam D'Angelo, Larry Summers, and Jack Dorsey.

Position: AI Safety Experts — English & Marathi
Type: Contract
Compensation: $20–$22/hour
Location: Remote

Role Responsibilities

  • Red team conversational AI models and agents to identify jailbreaks, prompt injections, misuse cases, and bias exploitation.
  • Generate high-quality human data by annotating failures, classifying vulnerabilities, and flagging systemic risks.
  • Apply structure by following taxonomies, benchmarks, and playbooks to ensure consistent testing.
  • Document reproducibly by producing reports, datasets, and attack cases for customer action.

Qualifications

Must-Have

  • Fluent in English and Marathi.
  • Prior experience in red teaming (AI adversarial work, cybersecurity, socio-technical probing).
  • Ability to explain risks clearly to technical and non-technical stakeholders.
  • Adaptable and able to thrive across projects and customers.

Preferred

  • Experience with Adversarial ML: jailbreak datasets, prompt injection, RLHF/DPO attacks, model extraction.
  • Background in Cybersecurity: penetration testing, exploit development, reverse engineering.
  • Expertise in socio-technical risk: harassment/disinfo probing, abuse analysis, conversational AI testing.
  • Creative probing skills: psychology, acting, writing for unconventional adversarial thinking.

Application Process (Takes 20–30 mins to complete)

  • Upload resume
  • AI interview based on your resume
  • Submit form

Resources & Support

  • For details about the interview process and platform information, please check: https://talent.docs.mercor.com/welcome
  • For any help or support, reach out to: support@mercor.com

PS: Our team reviews applications daily. Please complete your AI interview and application steps to be considered for this opportunity.