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We're looking for a Senior Software Engineer to join us at a moment when AI is reshaping how software gets built and how attackers operate. You'll ship production code in a core engineering team, own features end-to-end, and help push our engineering org to be genuinely AI-native, both in what we build and in how we build it.
This is a hands-on role for someone who wants real ownership, works well with product and research, and is excited to use AI as a daily force multiplier.
Responsibilities:
Design, build, and ship features across our platform, from architecture through production
Own components end-to-end: performance, reliability, security, and long-term maintainability
Partner with product managers, security researchers, and other engineers to turn hard problems into shippable products
Lead the integration of AI capabilities (LLMs, agents) into the product where they create real user value, not just where they look good in a demo
Drive the adoption of modern AI coding tools (Cursor, Claude Code, Copilot) as part of your daily workflow, and actively mentor the team to level up their AI-driven development
Raise the bar on code quality, review culture, and technical decisions
Mentor other engineers and contribute to how the team works, not just what it ships.

We are looking for a VP Product to join our Product team.
In this role, you will set the product vision and own the market narrative, working across GTM, Customer Success, Analysts, and Partners to shape what we build next and why. You'll be the voice that connects market reality to product direction, and the leader who aligns the organization around it.

We are looking for a highly technical Senior Product Manager with a deep background in cybersecurity to join our Product team. This is a unique opportunity for a cyber expert to take full ownership of a strategic product domain and make a direct contribution to product execution and company success. You will lead the technical roadmap, defining specifications that require a profound understanding of security vulnerabilities, attack vectors, and the attacker's mindset, including where AI can amplify and evolve our cybersecurity capabilities.
Roles & Responsibilities:
Product Management activities throughout the entire product lifecycle in a fast-paced startup environment
Own roadmap strategy, build backlog, define and execute product functionality with the R&D team in agile methodology
Leverage deep cybersecurity expertise to perform market and competitive analysis and drive product strategy
Define and drive AI-driven product capabilities, shaping where AI fits within the cybersecurity domain and owning decisions about model behavior, accuracy tradeoffs, and workflow integration
Collaborate with R&D, sales and customers to gain market insights and help drive revenue and ensure ongoing product successes

We are looking for a highly technical Senior Product Manager with deep expertise in data platforms and AI/ML to join our Product team. This is a unique opportunity for a data and AI expert to take full ownership of a strategic product domain, shaping how we leverage data intelligence and AI-driven capabilities to deliver smarter, faster security validation.
Roles & Responsibilities:
Lead product management activities throughout the entire product lifecycle in a fast-paced startup environment.
Drive the Data & AI product strategy, including defining AI model behavior/integration within cybersecurity, and leading data analytics to generate actionable product insights.
Collaborate closely with R&D, Sales, and customers to execute the roadmap, gain market insights, and drive revenue/ongoing product success.

We are looking for a highly technical Senior Product Manager with deep expertise in cloud infrastructure and cloud security to join our Product team. This is a unique opportunity for a cloud expert to take a leading role in our cloud product domain, shaping how our platform validates security across multi-cloud environments.
Roles & Responsibilities:
Product Management activities throughout the entire product lifecycle in a fast-paced startup environment
Drive the cloud product roadmap strategy, identify new capabilities, build backlog, define and execute product functionality with the R&D team in agile methodology
Leverage deep cloud security expertise to perform market and competitive analysis and drive product strategy
Define cloud validation capabilities across AWS, Azure, GCP, and hybrid environments, translating complex cloud security challenges into actionable product specs
Collaborate with R&D, sales and customers to gain market insights and help drive revenue and ensure ongoing product successes.

We are looking for a highly skilled Senior Bookkeeper to join our Finance team.
In this role, you'll be accountable for complex bookkeeping processes and managing the day-to-day work of the bookkeeping team. The ideal candidate thrives in a fast-paced, high-growth environment.
This role reports directly to the Senior Director of Finance and works closely with the broader Finance team.
Responsibilities:
Lead and mentor a team of experienced bookkeepers on professional matters, managing workflows and ensuring top-tier professional standards
Oversee end-to-end bookkeeping and full Accounts Payable cycle (AP, AR, collections, banks)
Own monthly, quarterly, and annual closings
Maintain the general ledger and ensure proper accounting records
Identify opportunities to improve processes and team efficiency
Help build and implement smart, tech-driven bookkeeping processes
Monitor KPIs such as invoice processing time, payment accuracy, and close timelines
Collaborate with external accountants, tax advisors, and vendors when needed.

We're looking for an experienced, customer-obsessed Senior Director, Technical Support to lead our global Technical Support domain and scale the people, processes, and AI-driven technology behind it as we grow.
Reporting to the Chief Customer Officer, you'll lead a global team of ~20 support engineers and partner closely with Customer Success, R&D, Product, and Sales Engineering to ensure every enterprise customer gets exceptional technical guidance. A core part of the mandate is modernizing how we support customers - leveraging AI, automation, and self-service to scale quality without scaling headcount linearly. You'll bring deep technical understanding of enterprise software and cybersecurity, strong operational leadership, and a track record of building high-performing global teams.
Responsibilities:
Lead and develop our global Technical Support organization: hire, coach, and grow TLs and individual contributors, and build a culture of ownership, technical excellence, and continuous learning.
Own global support operations and strategy end to end, delivering fast, consistent, high-quality outcomes across regions and time zones, backed by scalable processes and organizational design that keep pace with our growth.
Lead the AI transformation of the support function: deploy AI-driven workflows, automation, and self-service to speed up resolution, deflect volume, and scale quality without scaling headcount linearly.
Own the support KPIs: SLA compliance, CSAT, response and resolution times, backlog health, and escalation management.
Be the bridge between customers, Support, Product, and R&D: surface critical escalations, make the case for the fixes that matter, and influence the product roadmap.
Serve as the executive escalation point for complex customer issues, coordinating cross-functional resolution when required.
Partner with Customer Success, Professional Services, Sales Engineering, and Sales to deliver a seamless end-to-end customer experience.

We are seeking a talented Penetration Tester & Researcher to lead complex offensive security engagements and groundbreaking research. You will execute sophisticated attack simulations, identify high-value vulnerabilities, and collaborate with clients to enhance their security posture.
This role offers a balance between hands-on technical assessments and original research that shapes the broader cybersecurity community.
Roles and Responsibilities:
Conduct advanced penetration tests across web, mobile, and thick-client applications.
Contribute to internal tools, scripts, and methodologies that enhance efficiency.
Design and simulate real-world attack chains reflecting modern threat actors.
Perform vulnerability research, exploit development, and threat modeling.
Research, develop, and implement offensive security methodologies utilizing AI technologies.
Produce detailed technical reports with actionable remediation strategies.
Collaborate directly with clients to guide mitigation and improve resilience.
Publish research, present findings, and represent Pentera at conferences or in public forums.