Senior Director of Engineering, Developer Productivity

About Us Sophos is a cybersecurity leader defending 600,000 organizations globally with an AI-driven platform and expert-led services. Sophos meets organizations wherever they are in their security maturity and grows with them to defeat cyberattacks. Its solutions combine machine learning, automation, and real-time threat intelligence with frontline human expertise from Sophos X-Ops to deliver advanced, 24/7 threat monitoring, detection, and response.   Sophos offers industry-leading managed detection and response (MDR) alongside a comprehensive portfolio of cybersecurity technologies — including endpoint, network, email, and cloud security, extended detection and response (XDR), identity threat detection and response (ITDR), and next-gen SIEM. Together with expert advisory services, these capabilities help organizations proactively reduce risk and respond faster, with the visibility and scalability needed to stay ahead of evolving threats.   Sophos goes to market with a global partner ecosystem, including Managed Service Providers (MSPs), Managed Security Service Providers (MSSPs), resellers and distributors, marketplace integrations, and cyber risk partners, giving organizations the flexibility to choose trusted relationships when securing their business. Sophos is headquartered in Oxford, U.K. More information is available at www.sophos.com. Role Summary We are seeking a Sr. Director of Engineering to lead our X-Ops Platform organization. The leader will be responsible for all aspects of the platform ranging from vision, strategy and roadmap to product delivery and service execution.  The leader will coordinate with stakeholders to align business priorities and support engineering teams in delivering secure, high-quality software at scale using modern AI technologies. You will set strategy and standards for how we build, run, and improve our platforms and operational tooling across the engineering lifecycle - partnering closely with Product, Security, IT, and Engineering leaders. Success in this role looks like improved developer productivity, strong service reliability and resilience, clear operational governance, and efficiency in cloud and platform spend and close alignment with Sophos X-Ops goals. You bring enough technical depth to challenge and support senior engineers and architects, while spending most of your time enabling teams, aligning stakeholders, and ensuring execution against clear outcomes. You will have a strong grounding in Cyber Security, Cloud Computing and AI frameworks and development practices. You will lead and grow multiple teams and managers, fostering strong engineering practices and a culture of ownership. You will collaborate with senior stakeholders across Engineering, Product, Security, IT, and Finance to ensure platform roadmaps and operational priorities support company goals. This role is based in Abingdon UK with remote working and teams also in India and Hungary. Periodic in-person leadership and team collaboration and travel are needed.

Reddit is a community of communities. It’s built on shared interests, passion, and trust, and is home to the most open and authentic conversations on the internet. Every day, Reddit users submit, vote, and comment on the topics they care most about. With 100,000+ active communities and approximately 126 million daily active unique visitors, Reddit is one of the internet’s largest sources of information. For more information, visit www.redditinc.com. We are looking for a Director of Engineering to lead teams building AI-assisted engineering workflows. This role will partner with engineering leaders in infrastructure, developer productivity, security, product engineering, ads, machine learning, and senior technical leadership to make AI-native development safe, measurable, scalable, and effective across Reddit. Reddit is entering a new era of software development. AI and agentic workflows are changing how code is planned, written, reviewed, tested, and shipped. Used well, these tools can help engineers move faster with higher confidence. Used poorly, they can increase complexity, review burden, operational risk, and cost. This role will help Reddit build the path for agentic development: flexible enough for teams to experiment, opinionated enough to protect quality, and measurable enough to prove whether AI is increasing delivered value rather than just activity. Just as importantly, this role will help bring teams along for that change, building trust in new workflows and helping Reddit evolve how we build software together. WHO WE ARE The Developer Productivity organization builds the platforms, systems, and workflows that enable Reddit engineers to develop, test, review, deploy, and operate software safely and efficiently at scale. We work across infrastructure, AI tooling, developer environments, CI/CD, observability, code review, and software delivery systems to reduce friction, improve engineering effectiveness, and help teams focus on delivering impact for Reddit users. As AI and agentic workflows reshape software development, Developer Productivity is helping define how Reddit builds software in the future. We are creating the foundations for AI-native engineering: scalable platforms for LLM access and evaluation, safe agent workflows, intelligent development environments, and measurement systems that help teams understand whether new tools are improving outcomes, not just increasing activity. We partner closely with engineering teams across Reddit to build paved paths that support experimentation while maintaining the quality, reliability, security, and operational standards required to run Reddit at scale. WHAT YOU'LL DO You will lead teams across Reddit's Developer Productivity and AI portfolio, spanning agent infrastructure, AI-assisted code review, developer environments, LLM governance, developer tooling, AI workflow measurement, and software delivery automation. You will partner deeply with engineering teams as a technical leader, balancing execution, organizational alignment, technical quality, and long-term platform strategy. In this role, you will: * Lead and grow high-performing engineering teams focused on AI-native developer productivity, fostering a culture of technical excellence, ownership, inclusion, and continuous improvement. * Partner with Developer Productivity and Infrastructure leaders to translate strategy into scalable platforms and engineering roadmaps across code review, agent infrastructure, self-service LLM access, evaluation and observability systems, development environments, and safe agent workflows across the software development lifecycle. * Define and evolve the operating model for AI-native software development, including paved paths, platform adoption strategies, governance models, and engineering standards that enable safe and effective experimentation at scale. * Drive alignment across infrastructure, developer experience, reliability, security, compliance, product engineering, machine learning, and executive stakeholders. You will influence across organizations and create clarity across teams with different priorities and incentives. * Build engineering systems and organizational processes that help teams move from experimentation to durable adoption of AI-assisted workflows while maintaining quality, reliability, and operational safety. * Develop communication and enablement mechanisms that bring engineers and leaders along for the journey, including technical strategy reviews, working groups, training, documentation, rollout plans, and clear narratives that connect workflow change to business and engineering outcomes. * Build and operationalize measurement systems that distinguish real productivity from vanity metrics. Partner with engineering and data teams to define metrics such as design-to-test time, test-to-launch time, review turnaround, change failure rate, time to restore service, AI-authored code quality, AI-assisted pull request load, migration throughput, and developer satisfaction. * Drive AI governance and platform adoption in a way that preserves engineering creativity while ensuring security, cost management, privacy, compliance, and operational safety are built into the development lifecycle. * Use technical judgment to challenge assumptions, identify systemic risks, guide architectural tradeoffs, and help teams make pragmatic decisions across AI tooling, CI/CD, code review, deploy automation, developer environments, and production reliability. * Partner with senior engineering leadership on organizational planning, technical investment strategy, hiring, career development, and long-term platform evolution. WHO YOU ARE * You have 14+ years of experience across software engineering, engineering management, infrastructure, developer tools, platform engineering, AI tooling, or related technical domains, including experience leading engineering teams. * You have managed high-performing engineering teams delivering large-scale technical platforms or infrastructure with executive visibility and cross-functional dependencies. You are comfortable operating with senior leaders while still engaging deeply in technical and operational details. * You have deep fluency in developer productivity systems: CI/CD, code review, testing, deployment, observability, developer environments, internal platforms, or AI-assisted development workflows. * You understand AI and LLM-enabled software development beyond personal productivity. You can reason about agent workflows, governance, evals, telemetry, code quality, review burden, cost controls, and operational risk. * You are highly data-driven, but skeptical of shallow metrics. You know how to build measurement systems that connect workflow improvements to business and engineering outcomes. * You are an exceptional cross-functional leader and communicator. You bring people together, create clarity across organizations, build trust across functions, and translate complex technical and organizational change into clear narratives for engineers, managers, executives, and cross-functional partners. * You have led meaningful organizational change, not just technical delivery. You know how to shift behavior across teams by listening to concerns, building confidence, and making the desired path easier and more valuable than the status quo. * You care deeply about engineering quality, operational excellence, and developer experience, and you know how to balance speed with long-term maintainability and reliability. * You get things done. You are not satisfied with status reporting, process theater, or activity metrics. You deliver outcomes and help teams understand the difference between motion and impact. * You are pragmatic and iterative. You can introduce structure without slowing teams down, and you know when a paved path should be adopted through value rather than enforcement. PREFERRED QUALIFICATIONS * Experience leading developer productivity, platform engineering, infrastructure modernization, or AI tooling teams at large scale. * Experience with LLM platforms, AI-assisted development tools, agentic workflows, or AI governance in an enterprise engineering environment. * Experience building internal platforms or developer tools where success depends on trust, usability, reliability, and measurable value. * Experience leading organizational transformation, platform adoption, or engineering workflow modernization initiatives across large engineering organizations. * Familiarity with engineering productivity frameworks such as DORA, SPACE, or similar multi-dimensional measurement approaches. * Experience working in fast-moving environments where technical strategy, organizational design, and execution mechanisms are evolving at the same time. BENEFITS: * Comprehensive Healthcare Benefits and Income Replacement Programs * 401k with Employer Match * Global Benefit programs that fit your lifestyle, from workspace to professional development to caregiving support * Family Planning Support * Gender-Affirming Care * Mental Health & Coaching Benefits * Flexible Vacation & Paid Volunteer Time Off * Generous Paid Parental Leave  Pay Transparency: This job posting may span more than one career level. In addition to base salary, this job is eligible to receive equity in the form of restricted stock units, and depending on the position offered, it may also be eligible to receive a commission. Additionally, Reddit offers a wide range of benefits to U.S.-based employees, including medical, dental, and vision insurance, 401(k) program with employer match, generous time off for vacation, and parental leave. To learn more, please visit https://www.redditinc.com/careers/. To provide greater transparency to candidates, we share base salary ranges for all US-based job postings regardless of state. We set standard base pay ranges for all roles based on function, level, and country location, benchmarked against similar stage growth companies. Final offer amounts are determined by multiple factors including, skills, depth of work experience and relevant licenses/credentials, and may vary from the amounts listed below. The base salary range for this position is: $260,800—$365,100 USD In select roles and locations, the interviews will be recorded, transcribed and summarized by artificial intelligence (AI). You will have the opportunity to opt out of recording, transcription and summarization prior to any scheduled interviews. During the interview, we will collect the following categories of personal information: Identifiers, Professional and Employment-Related Information, Sensory Information (audio/video recording), and any other categories of personal information you choose to share with us. We will use this information to evaluate your application for employment or an independent contractor role, as applicable.  We will not sell your personal information or disclose it to any third party for their marketing purposes.  We will delete any recording of your interview promptly after making a hiring decision.  For more information about how we will handle your personal information, including our retention of it, please refer to our Candidate Privacy Policy for Potential Employees and Contractors. Reddit is proud to be an equal opportunity employer, and is committed to building a workforce representative of the diverse communities we serve.  Reddit is committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. If, due to a disability, you need an accommodation during the interview process, please let your recruiter know.