Red Team Engineer

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Living our values everyday results in our team-first culture and enables us to innovate, grow, and thrive while enjoying the journey together. We celebrate diversity and foster an inclusive environment, empowering our employees to be their authentic selves.

Overview
Five9 is building a world-class cybersecurity operation focused on pragmatic and realistic risk mitigation, strong detection engineering, continuous adversary simulation, and rapid incident response.
We're looking for someone to reinforce our Red Team.
An ideal candidate should be able to run advanced offensive operations with strong OPSEC with minimal hand-holding, and have a clear understanding of how Red Teaming helps a cyber defense program improve. What you'll do

• Plan and run full Red Team engagements: recon, initial access, post-ex, lateral movement, impact.
• Build and maintain clean, compartmentalized Red Team infrastructure with flawless OPSEC.
• Work with the Blue Team in Purple Team exercises to improve detections and response.
• Identify weaknesses that actually matter and translate them into clear, actionable findings.
• Develop and refine tradecraft, tooling, and adversary emulation techniques.
• Spend meaningful time on research and experimentation.

What we're looking for

• Strong offensive security experience and the ability to think and operate like an attacker.
• Comfort running operations independently from start to finish.
• Solid understanding of how Red Team results feed into detection engineering and overall security posture.
• Skilled with post-exploitation tooling, C2 frameworks, evasion techniques, and operational security.
• Experience working with Blue Teams or doing Purple Teaming.
• Strong technical writing when it's time to deliver findings.

Nice to have

• Relevant security certifications, e.g., RTO2, OSEP
• Experience with cloud environments and SaaS-heavy architectures.
• Ability to tweak implants or build automation tooling - malware deployment pipelines, BOFs, loaders, advanced social engineering infrastructure

What we offer

• No bureaucracy, no micromanagement.
• Plenty of time to research, test ideas, and build new capabilities.
• A very capable Blue Team that welcomes being challenged.

Benefits:

• Five9 Shares
• Bonus Scheme
• 10% Flexi Benefit
• Meal Allowance
• Medical Insurance
• Life Insurance
• 25 day Annual Leave + Public Holidays

Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer.

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Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9.