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Weekend Offensive Security Engineer Jobs (NOW HIRING)

Praetorian

Offensive Security Manager

They are seeking an Offensive Security Manager who will lead a team of engineers, ensuring high-quality delivery and client satisfaction while driving performance and adopting AI tools to enhance ...

Praetorian

Offensive Security Manager

The Mission Praetorian is an expert-driven offensive security company. Our mission is to prevent ... You're in the work - raising the bar on delivery, developing the engineers around you, and holding ...

Humana, Inc.

Senior Engineer, Offensive Security

$117K - $160K/yr

As Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, you'll build the AI and agentic tooling that makes our offensive operations faster and broader, then prove it where it counts, on ...

LiteLLM AI Gateway

Security Engineer

San Francisco, CA · On-site

$200K - $230K/yr

Security Engineer LiteLLM is the world's most popular AI Gateway, trusted by top companies like ... You'll oversee application-level security, maintain secure CI/CD processes, and focus on offensive ...

ARM

SoC Offensive Security Staff Engineer

Austin, TX · On-site

The Security Research and Response team in Arm's Architecture and Technology Group is seeking a highly skilled SoC Offensive Security Staff Engineer to apply an attacker's mindset to Arm's next ...

GE Aerospace

Director- Offensive Security

$152K - $220K/yr

This role will ensure offensive security services evolve from point-in-time testing toward a ... Partner with vulnerability management, product security, engineering, and infrastructure teams to ...

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Weekend Offensive Security Engineer information

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$61.5K

$152.8K

$205.5K

How much do weekend offensive security engineer jobs pay per year?

As of Aug 8, 2026, the average yearly pay for weekend offensive security engineer in the United States is $152,773.00, according to ZipRecruiter salary data. Most workers in this role earn between $143,000.00 and $158,500.00 per year, depending on experience, location, and employer.

What is the difference between Weekend Offensive Security Engineer vs Penetration Tester?

AspectWeekend Offensive Security EngineerPenetration Tester
CertificationsOSCP, CEH, GPENOSCP, CEH, GPEN
Work EnvironmentPart-time, project-based, often remoteFull-time, consulting or in-house roles
Industry UsageSecurity firms, tech companies, freelanceSecurity firms, consulting, internal security teams

The Weekend Offensive Security Engineer and Penetration Tester roles share similar certifications and skills, focusing on identifying vulnerabilities. However, the Weekend Offensive Security Engineer typically works part-time or on a flexible schedule, often remotely, while Penetration Testers usually hold full-time positions. Both roles are vital in cybersecurity, but the engineer role emphasizes a flexible, project-based approach, whereas Penetration Testers often work within organizations or consulting firms on scheduled assessments.

More about Weekend Offensive Security Engineer jobs
What cities are hiring for Weekend Offensive Security Engineer jobs? Cities with the most Weekend Offensive Security Engineer job openings:
What are the most commonly searched types of Offensive Security Engineer jobs? The most popular types of Offensive Security Engineer jobs are:
What states have the most Weekend Offensive Security Engineer jobs? States with the most job openings for Weekend Offensive Security Engineer jobs include:
What job categories do people searching Weekend Offensive Security Engineer jobs look for? The top searched job categories for Weekend Offensive Security Engineer jobs are:
Weekend Offensive Security Engineer jobs near you
Infographic showing various Weekend Offensive Security Engineer job openings in the United States as of August 2026, with employment types broken down into 84% Full Time, 13% Part Time, and 3% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution, with an average salary of $152,773 per year, or $73.4 per hour.

Member of Technical Staff (Offensive Security Engineer)

Perplexity

New York, NY • On-site, Remote

$220K - $405K/yr

Full-time

Re-posted 8 days ago

Job description

Perplexity is seeking a highly skilled, experienced and hands-on Offensive Security Engineer to join our dynamic security team, taking an adversarial approach to hardening Perplexity's infrastructure, applications, and AI systems. You'll plan and execute red team operations, penetration tests, and attack simulations across our cloud infrastructure, web and mobile applications, AI/ML pipeline, and corporate environment-finding real vulnerabilities before adversaries do and working directly with engineering teams to drive remediation.
Responsibilities
  • Plan and execute red team and purple team engagements simulating advanced threat actors across cloud infrastructure (AWS, Kubernetes), endpoints, and application surfaces
  • Conduct continuous penetration testing of web applications, APIs, mobile clients, browser extensions, cloud infrastructure, and internal services
  • Assess AI/ML-specific attack surfaces including prompt injection, model exfiltration, agent abuse, tool-use exploitation, and MCP security boundaries
  • Develop and maintain custom offensive tooling, exploits, and automation to improve the efficiency and coverage of security testing
  • Perform open-scope adversary simulations that test detection and response capabilities end to end, collaborating closely with the defensive security team
  • Drive threat modeling sessions with engineering teams to identify and prioritize attack vectors in new features and architectures
  • Deliver clear, actionable findings to both technical and executive audiences; partner with engineering to validate remediations
  • Contribute to the security of CI/CD pipelines, supply chain integrity, and secrets management through offensive assessment
  • Stay current on emerging attack techniques, vulnerability research, and adversary tradecraft; bring external perspective into Perplexity's security strategy

Qualifications
  • 5+ years of hands-on experience in offensive security, red teaming, or penetration testing
  • Deep technical expertise in at least two of: cloud security (AWS/GCP/Azure), web/API application security, Kubernetes and container security, macOS/Linux endpoint security, network penetration testing, or CI/CD pipeline security
  • Track record of discovering impactful vulnerabilities or developing novel attack techniques in production environments
  • Strong programming and scripting skills in Python, Go, or similar languages; comfortable writing custom tooling and exploits
  • Experience with industry-standard offensive tools (Burp Suite, Cobalt Strike / Sliver / Mythic, Metasploit, BloodHound, nuclei, etc.) and ability to operate beyond them
  • Excellent written and verbal communication; able to translate complex technical findings into clear risk narratives
  • Experience assessing AI/ML systems, LLM applications, or agentic workflows for security vulnerabilities
  • Bonus: Published security research, conference talks (DEF CON, Black Hat, BSides), CVE credits, or meaningful bug bounty contributions

Apply