• Support the FAA by documenting the impact of Counter Unmanned Aerial System (CUAS) activities on Air Traffic Operations • Providing technical writing support in documenting and supporting development of policies, procedures, or protocols to minimize risks to the safe and efficient flow of air traffic posed by CUAS operations • Tracking and reporting the operational impact of CUAS activities • Suggesting policies in need of documenting • Assisting the team with review of documentation • Reviewing and editing responses to UAS Security inquiries from OIG, Congress, and ATO Leadership • Provide support to ensure the quality of deliverables and products • Collect, analyze, coordinate, and disseminate UAS security related data and evaluate how UAS impact the security work of AJR-24 • Develop or modify plans, procedures, SOPs, work tools, orders, and other documents related to addressing the operations of UAS and the concomitant implications of UAS Operations in the NAS • Develop products that document plans, procedures, methods, techniques, agreements, and other artifacts resulting from UAS security work • Support the FAA Records and Information Management (RIM) Program as assigned

Role Description RunSybil is looking for our first technical content writer to help us build our content engine. You'll own content writing and the calendar that keeps them moving. This is a writing-first role, but we want someone who thinks like a content marketer: - Able to see how a blog becomes a LinkedIn thread - How a case study becomes a talk abstract - How a whitepaper becomes five posts You will be thinking about the big picture and how our content will scale as RunSybil grows. This role will live on the marketing team. What You'll Write - Blog posts written from SEO/GEO briefs provided by our agency - Assist researchers and engineers on writing technical research - Co-own social posts, primarily LinkedIn with occasional X - Co-own content calendar: planning, scheduling, and tracking what's in flight - Case studies, white papers, technical documentation, web copy - Email: newsletter and product announcements - Video and multimedia: scripts, briefs, and written support for video content - Editing and QA: reviewing and elevating content from external contributors when needed Qualifications - 5–7 years of content or technical writing experience, with at least 3 in cybersecurity or adjacent technical fields - Background in application security, penetration testing, or offensive security - Proven experience writing for technical audiences: security engineers, heads of security, CISOs - Content marketing instincts: able to extend a blog to social, soundbites, repurposed formats without being asked - Comfortable across formats: long-form, short-form, email, video scripts, and everything in between - Clear, concise writing. Technical without being verbose - Ability to follow and internalize a writing style guide and push back when something doesn't fit - Creative and collaborative: brings ideas, not just output - Comfortable asking questions when briefs need clarification Requirements - Process minded: thinking about the big picture and how content will scale as RunSybil grows - Strategic AI use: fine as a copy-editing aid; AI-generated or AI-smelling content is not what we’re after - Organized and deadline-driven: reliable turnaround on a content calendar

Role Description As a Technical Lead , you will drive the team’s technical direction and play a pivotal role in designing and architecting accounting software systems. This role involves mentoring team members, solving complex technical challenges, and delivering hands-on contributions as a full stack leader. You will work closely with engineers and cross-functional partners across Product , Design , and Quality Assurance to expand system capabilities. Your leadership will be instrumental in achieving the team’s objectives and advancing our technical vision. What You'll Do - Own Technical Direction and Architecture - Set the technical direction for AI systems, including shared AI SDKs, guardrails, evaluation frameworks, feedback systems, and agentic workflow infrastructure. - Own architecture and technical strategy for complex backend and AI platform systems, from design through production. - Lead technical design for ambiguous, cross-functional initiatives, evaluating tradeoffs, aligning stakeholders, and driving implementation. - Evaluate and select technologies with a bias toward what ships well and scales sustainably. - Build and Operate AI Systems - Write production code as a hands-on individual contributor; this is not a role that delegates implementation to others. - Design and operate LLM powered systems, including RAG pipelines, agentic workflows, evaluation infrastructure, guardrails, and model observability. - Own end-to-end reliability of AI systems, from design through structured output delivery. - Define quality benchmarks. - Champion AI Native Development - Champion and embed AI native development practices and tools, such as Cursor and Augment, to drive meaningful productivity gains across the team. - Foster a culture of rapid iteration, high velocity, and quality, including guiding the effective use of AI code generation. - Bring strong, informed opinions on how to get the most from AI assisted development while maintaining reliability and correctness. - Lead and Grow the Team - Mentor engineers, raise the quality of technical decision making, and help the team execute with consistency. - Establish coding standards, review practices, and architectural documentation that scale as the team grows. - Help define what “good” looks like for a team building at speed without sacrificing quality. - Partner with recruiting to build and grow the team. - Collaborate Cross Functionally - Work closely with Engineering Managers, Product, Design, and QA to translate requirements into executable technical plans. - Participate actively in design reviews and roadmap discussions with a grounded, implementation level perspective. - Handle most cross-team conflicts and technical decisions autonomously. - AI Fluency - Ability to critically evaluate AI generated code and outputs, including identifying failure modes, regressions, and edge cases introduced by AI assisted development. - Experience building and shipping production grade software using AI assisted workflows across the full SDLC. - Hands-on experience developing or integrating LLM powered systems, such as agents, copilots, tool using workflows, or multi-step reasoning systems. - Familiarity with patterns such as tool calling agents, planning and execution loops, and retrieval augmented generation (RAG). - Demonstrated ability to leverage modern AI tools to improve development velocity, code quality, and problem solving. - Experience contributing to AI powered features, such as intelligent search, conversational interfaces, recommendations, and automation. - Working knowledge of LLMs, embeddings, semantic search, and RAG pipelines. - Ability to identify and evaluate opportunities to integrate AI capabilities into products and workflows. Qualifications - Bachelor’s degree in Computer Science or equivalent work experience. - 7 to 10 years of experience in software development across building, integration, security, and architecture. - Previous experience building enterprise grade APIs is a plus. - Previous experience leading a team is a plus. - Expertise in object oriented programming with Python as the primary language. - Experience with front end technologies such as React, CSS frameworks, HTML, and JavaScript. - Experience with relational databases such as Postgres and MySQL. - Experience with SQL database schema design and query optimisation. - Experience with cloud technologies, preferably AWS, and container technologies such as Docker and Kubernetes. - Experience with GraphQL and Apollo Server is a plus, but not required. - You must be flexible and adaptable, and comfortable operating in a fast paced startup environment. Benefits - Variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. - Investment in digital-first operations, allowing effective collaboration across multiple locations. - Physical offices in San Francisco, New York City, Mumbai, and Bangalore for employees who prefer to work in an office.

• Edit security reports across application security, blockchain, cryptography, AI/ML, and research & engineering engagements. • Develop, edit, and publish posts on the Trail of Bits blog, the primary channel for our research and thought leadership. • Manage publication through GitHub pull requests and coordinate with internal and external reviewers. • Manage the team's report tracker and quality metrics systems, giving leadership visibility into editing throughput, revision cycles, and delivery timelines. • Build and refine Claude-based tools for content creation and editorial refinement. • Lead document design beyond reports: SOWs, proposals, engineer bios, program overviews, QBR materials, case studies, and testimonials. • Shape editorial standards and style guide evolution.