Offensive Security Supervisor

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DeepSeas

201 - 500 employees

Founded 30 years

🔒 Cybersecurity

🏢 Enterprise

Cybersecurity • Enterprise

DeepSeas is a leading Managed Detection & Response (MDR) provider that specializes in transforming cybersecurity programs for various industries. Their offerings include CISO Advisory, Managed Detection & Response, and Offensive Security & Attack Surface Management. DeepSeas excels in areas such as cloud defense, ransomware protection, and critical infrastructure security. They provide solutions for cybersecurity transformation, including under vCISO services, pen testing, and AI risk management. DeepSeas is ranked as a top global MDR provider and is praised for its rapid and meaningful outcomes in enhancing cybersecurity measures across financial, healthcare, manufacturing, and pharmaceutical sectors.

📋 Description

• The Offensive Security Supervisor bridges hands-on technical delivery with day-to-day team leadership. • This is a senior individual contributor role does not carry formal people management responsibilities but plays a critical role in keeping the team running smoothly, maintaining quality standards, and developing junior consultants. • Supervisors are expected to remain active technical contributors while serving as the first point of escalation for the team during the Manager's absence or when dealing with engagement-level challenges.

🎯 Requirements

• 5+ years of professional penetration testing experience • Hands-on pentest certification required (OSCP, PNPT, or equivalent); advanced certifications (OSEP, CRTO, CRTE, BSCP) strongly preferred • Demonstrated offensive experience in cloud environments (AWS, Azure, or GCP) and familiarity with AI/LLM security testing concepts • Demonstrated ability to mentor junior practitioners and communicate feedback constructively • Strong organizational instincts — comfortable managing multiple concurrent engagement timelines • Experience reviewing and editing technical reports to a client-delivery standard • Excellent verbal communication; comfortable leading team meetings and client debrief calls

🏖️ Benefits

• At Deep Seas, we like to say that heart rates go down, careers take off, and security programs mature. Our values provide the ultimate guide for our daily behavior and decisions. Without these values, we aren’t Deep Seas. They preserve the essence of our organization, reflect the personalities of our Deeps (how we affectionately refer to our teammates), and enable us to exceed expectations. Our values are: • - We are client obsessed. • - We stand in solidarity with our teammates. • - We prioritize personal health and well-being. • - We believe in the power of diversity. • - We solve hard problems at the speed of cyber. • This is your chance to join a supportive crew of teammates and an industry-leading organization that values opportunities for growth. If DeepSeas sounds like a good fit for you, send us your resume and let’s talk! • - Understanding and following DeepSeas’s information security policies and procedures. • - Remaining vigilant and reporting any suspicious activity or possible weaknesses in DeepSeas’s information security. • - Actively participating in DeepSeas’s efforts to maintain and improve information security. • - DeepSeas considers this position is as Moderate Risk with a potential to view/access/download restricted/private client/internal data. • - This information must be treated with sensitivity and in the most secure manner. • - HR reserves the right to perform random background/drug screens to ensure the safety of client/DeepSeas data

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