Staff Offensive Security Engineer

📋 Job Overview

Cloaked is a consumer privacy and identity platform on a mission to give people back control of their personal data. We let anyone generate unlimited identities - masked emails, phone numbers, and payment cards - scrub their information off data-broker sites, and shield themselves from spam, scams, and breaches, all from one app. Backed by a $375M Series B, we've protected 10M+ identities and removed 1B+ records from the data brokers who profit off personal information. Now we're building the AI-native future of privacy: autonomous agents that monitor, manage, and defend your digital footprint for you.

🏢 About Cloaked

Cloaked is a well-funded Series B startup based out of NYC. Although we are a distributed team, the NYC team operates with a hybrid model. The office building is home to several amenities, including a gourmet cafe, cocktail bar, and a rooftop work area. We have a fully built out kitchen packed with drinks and snacks. The Cloaked team has diverse interests and so we frequently embark on team outings and go out for socials!

🎯 The Role

We are looking for a Staff Offensive Security Engineer to operate as a persistent, advanced threat against our own infrastructure. We do not want automated reports. We want custom exploit development, logical subversion, and a strategic mindset.

✅ Key Responsibilities

• Operate as a persistent, advanced threat against our own infrastructure.
• Design, dictate, and execute campaigns that provide uncompromising coverage of our attack surface.
• Engineer complex, future-forward offensive systems that redefine how we test our own defenses at scale.
• Prioritize targets based on catastrophic business risk rather than easy, low-impact wins.
• Partner directly with product and engineering leaders to deeply understand the core business logic of our platforms - and then weaponize that logic against them.
• Teach engineering teams by deconstructing attack paths and helping eradicate entire attack classifications at the root.
• Provide hands-on security guidance, rigorous architecture review, and audit support across every single part of the business.

📌 Required Qualifications

• You write code. You don't just find vulnerabilities after the fact; you anticipate them.
• You have seen the tech stack from every angle. We value a diverse background - whether you've spent time in customer support, QA/test, development, blue team, red team, or all of the above.
• You are fluent in multi-cloud environments and complex SaaS architectures.
• You have the communication skills to translate a highly complex exploit into actionable engineering requirements without talking down to the engineers who built it.

🎁 Benefits

• Compensation: $200K – $250K • Offers Equity • Offers Bonus
• 401K
• Top of the line Health, Dental, and Vision benefits
• Flexible work arrangements and the ability to work remotely as needed
• Home office stipend in addition to a new company laptop (and other tech depending on the role)
• Competitive PTO: We encourage employees to take a minimum # of vacation per quarter
• Monthly health stipend: Used for any kind of physical, mental or emotional care you’d like to take for yourself
• Late Night Meals: We understand that sometimes work can get in the way of meal prep

🛂 Visa & Eligibility

Not specified