CYPHER LEARNING, INC.

Role Description As Technical Product Owner at CYPHER Learning, you will serve as the connective layer between product strategy and engineering execution, ensuring that what we build is clearly defined, prioritized, and aligned to business impact. You will own the “what” and “why” by translating product vision and stakeholder needs into well-structured, actionable requirements that drive efficient and predictable delivery. You will partner closely with engineering, design, and business stakeholders to refine and prioritize work, balancing new feature development with technical debt. This role requires strong technical acumen and judgment, enabling you to challenge assumptions, anticipate dependencies, and ensure solutions are both practical and forward-looking. While your primary focus is on defining outcomes and enabling execution, you will also support delivery execution by facilitating key agile workflows and helping remove blockers, ensuring teams operate with clarity, accountability, and sustained momentum. This includes applying agile practices in a pragmatic way that prioritizes outcomes over ceremony. Your ability to write precise acceptance criteria and manage competing priorities will directly impact the speed, quality, and reliability of our product delivery. What You Will Do - Translate product strategy and stakeholder needs into clear, actionable user stories, technically viable solutions, and precise, testable acceptance criteria with a clear definition of “done.” - Partner closely with Engineering to establish architectural strategy and technical trade-offs. - Prioritize and sequence work based on business value, customer impact, technical feasibility, and platform health, balancing feature delivery with technical debt and defect resolution. - Ensure alignment between product intent and engineering execution by clearly communicating priorities, context, and expected outcomes to the development team. - Partner with engineering and cross-functional stakeholders to evaluate tradeoffs, anticipate dependencies, and drive informed prioritization decisions. - Identify and proactively address risks, dependencies, and blockers that may impact delivery timelines or product outcomes. - Provide clear visibility into progress, priorities, and delivery expectations using practical, outcome-focused metrics (e.g., cycle time, throughput, delivery predictability). - Support coordination across teams working toward shared initiatives, ensuring alignment on priorities, sequencing, and dependencies. - Facilitate key agile workflows (e.g., refinement, sprint planning, standups) as needed to maintain delivery momentum and team alignment, without over-indexing on ceremony. - Reinforce a high-performing, agile environment by promoting clarity, accountability, and disciplined execution, using process as a tool to improve outcomes rather than an end in itself. - Contribute to continuous improvement of delivery practices, helping teams operate efficiently while minimizing unnecessary process overhead. - All other duties as assigned. Qualifications - Bachelor’s degree in Computer Science, Engineering, Business, or a related field, or equivalent practical experience required. - 5–8+ years of experience operating in agile product environments, with demonstrated ownership of requirement building and delivery outcomes required. - Strong technical acumen with the ability to engage in discussions on system architecture, APIs, data structures, and integrations (including AI-driven capabilities), enabling effective collaboration with engineering teams required. - Proven ability to translate product strategy and stakeholder needs into well-defined user stories and precise, testable acceptance criteria that drive efficient execution and high-quality delivery required. - Experience working with cross-functional teams (engineering, product, design, and business stakeholders) to align priorities, clarify requirements, and drive execution. - Proficiency with agile delivery tools (e.g., Jira, Confluence, or similar), with the ability to structure and manage work in a way that supports transparency and efficiency required. - Experience supporting agile execution (e.g., facilitating key workflows, coordinating delivery) is preferred. - Strong problem-solving and judgment, with the ability to navigate complex, ambiguous situations and drive clear, actionable decisions that support delivery and business outcomes. - Demonstrated ability to operate effectively in dynamic environments, adapting priorities, managing tradeoffs, and maintaining momentum across evolving requirements and constraints. - Excellent communication skills, with the ability to translate complex technical concepts into clear priorities, requirements, and decisions for both technical and non-technical stakeholders. - Product-minded and naturally curious, with a focus on continuous improvement, evolving technologies, and delivering better outcomes for customers and the business. - Experience in SaaS, Learning & Development (L&D), EdTech, or corporate training environments is a plus. Our Values - Curiosity: Continues learning to stay agile and innovative. - Connection: Embracing and celebrating our differences. - Empowerment: Rewarding positive people-centric behaviors and decisions. - Potential: Challenging the status quo and pushing for what is possible. - Impact: Making a positive impact for our clients and communities around the world. Equal Employment Opportunity At CYPHER Learning, we believe diversity is essential to innovation and progress. We are committed to creating a workplace where individuals of all backgrounds, identities, and experiences are respected, included, and empowered to thrive. Our culture is built on connection, curiosity, empowerment, potential, and impact—and we know that these values are only fully realized when everyone has a seat at the table. CYPHER Learning is proud to be an Equal Opportunity Employer. We make all employment decisions based on merit, qualifications, and business needs—without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, veteran status, genetic information, or any other protected status under applicable law. As a global, remote-first company, we embrace flexibility and accessibility in every aspect of how we work. If you require a reasonable accommodation during the application or interview process, please contact our People team at peopleteam@cypherlearning.com. We are committed to providing an inclusive and equitable experience for every candidate.

Role Description As Principal Engineer at CYPHER Learning, you will serve as a senior technical leader responsible for shaping the architecture, scalability, and long-term technical direction of our platform and products. You will lead the design of large-scale software systems, solve complex engineering challenges, and drive critical technical initiatives that strengthen reliability, security, and overall product performance. This role blends deep technical expertise, architectural judgment, and hands-on execution, ensuring technical decisions support business priorities while positioning CYPHER for long-term scale. You will partner closely with engineering, product, and cross-functional teams to guide technical direction, elevate engineering standards, and ensure our systems are built to adapt and grow with the business. What You Will Do - Provide technical leadership and strategic direction for large-scale software systems across CYPHER products. - Architect scalable, high-performance solutions aligned with long-term platform and business goals. - Solve complex technical challenges while ensuring reliability, security, and maintainability. - Establish and drive adoption of engineering standards, particularly in object-oriented design, testing, error handling, and query architecture. - Lead technical direction across teams through influence, shaping architectural decisions and engineering priorities. - Act as a force multiplier by coding at a high level while elevating team capability, quality, and output. - Mentor engineers at all levels and strengthen technical judgment across the organization. - Own 1–3 year technical direction, balancing platform health, scalability, and business value. - Evaluate build-versus-buy decisions, upgrades, and refactoring against technical and organizational constraints. - Identify and address platform-wide risks, including performance, security, and long-term maintainability. - Exercise strong technical judgment, including challenging decisions that may compromise long-term platform health. - Lead technical risk assessment for critical initiatives, providing clear estimates and tradeoffs that support effective planning. - Identify security gaps across application and infrastructure layers and prioritize remediation based on business and technical risk. - All other duties as assigned. Qualifications - Bachelor’s or master’s degree in Computer Science, Engineering, or a related field. - 12+ years of software engineering experience, including deep technical leadership in complex product environments. - Proven experience architecting and scaling large distributed software systems in production environments. - Deep mastery of the primary framework (Rails), including internals, request lifecycle, ActiveRecord, middleware behavior, and where abstractions break at scale. - Strong full-stack proficiency across Ruby, Rails, JavaScript, and TypeScript. - Deep knowledge of cloud platforms, microservices architecture, and containerized environments, including Docker and Kubernetes. - Strong understanding of performance optimization, security, reliability, and maintainability in large-scale systems. - Exceptional problem-solving skills, with a track record of resolving complex technical challenges. - Demonstrated problem-solving capability in high-pressure situations, with the ability to investigate complex issues, adapt as priorities evolve, and drive effective technical resolution. - Strong attention to detail and organizational judgment, enabling effective prioritization across competing technical initiatives and dependencies. - Demonstrated ability to mentor senior engineers and influence technical direction across teams. - Excellent communication skills, with the ability to translate complex technical concepts into clear decisions and recommendations. - Product-minded and continuously curious, with a positive approach to learning, evolving technologies, and improving engineering outcomes. Our Values - Curiosity: Continues learning to stay agile and innovative. - Connection: Embracing and celebrating our differences. - Empowerment: Rewarding positive people-centric behaviors and decisions. - Potential: Challenging the status quo and pushing for what is possible. - Impact: Making a positive impact for our clients and communities around the world. Equal Employment Opportunity At CYPHER Learning, we believe diversity is essential to innovation and progress. We are committed to creating a workplace where individuals of all backgrounds, identities, and experiences are respected, included, and empowered to thrive. Our culture is built on connection, curiosity, empowerment, potential, and impact—and we know that these values are only fully realized when everyone has a seat at the table. CYPHER Learning is proud to be an Equal Opportunity Employer. We make all employment decisions based on merit, qualifications, and business needs—without regard to race, color, religion, sex, sexual orientation, gender identity or expression, age, national origin, disability, veteran status, genetic information, or any other protected status under applicable law. As a global, remote-first company, we embrace flexibility and accessibility in every aspect of how we work. If you require a reasonable accommodation during the application or interview process, please contact our People team at peopleteam@cypherlearning.com. We are committed to providing an inclusive and equitable experience for every candidate.

This description is a summary of our understanding of the job description. Click on 'Apply' button to find out more. Role Description As Head of Campaigns and Content at CYPHER (Director or Sr. Director, dependent on experience), you will lead the development and orchestration of integrated marketing campaigns and high-impact content programs that strengthen market visibility and generate qualified pipeline. You will shape how CYPHER communicates its category-defining position as the AI-powered system built for distributed organizations training employees, partners, customers, dealers, and agents at scale. This role blends strategic narrative development, demand generation alignment, and operational execution, ensuring campaigns translate business priorities into clear market impact while reinforcing CYPHER’s differentiated position. You will partner closely with Sales, Product, and Customer Success to align messaging, support growth priorities, and bring consistency across market-facing programs. - Build and manage campaign calendars aligned to priority market segments, ensuring programs launch with clear objectives, coordinated timing, and measurable commercial outcomes. - Prioritize campaign and content investments against business goals, ensuring resources are focused on programs with the highest potential pipeline and market impact. - Translate market priorities into campaign briefs, content plans, and activation strategies that support demand generation across digital and third-party channels. - Oversee development of website content, sales enablement materials, customer proof points, analyst-facing assets, and thought leadership that support both brand credibility and pipeline progression. - Design segment-specific programs for distributed organization environments, including dealer networks, franchise systems, and partner ecosystems, with messaging tailored to operational realities and buyer needs. - Guide the creation of executive-level content, webinars, industry reports, and AI-focused narratives that strengthen market relevance and support enterprise sales conversations. - Establish performance measures across campaign engagement, content effectiveness, pipeline contribution, and conversion trends, using insights to refine strategy and improve results. - Partner across internal teams to maintain consistency in message, campaign priorities, launch readiness, and go-to-market execution. - Identify opportunities to improve campaign efficiency, content impact, and channel effectiveness as market needs evolve. - All other duties as assigned. Qualifications - Bachelor’s degree in Business or related field required. - 12+ years of B2B marketing experience, including leadership responsibility for campaign strategy, content development, and integrated demand generation programs required. - Strong track record in SaaS marketing, ideally within enterprise or mid-market software environments where messaging and campaigns support complex buying decisions required. - Strong understanding of multi-stakeholder buying cycles, including enablement, channel, franchise, or other distributed business models preferred. - Demonstrated ability to build integrated campaigns that generate measurable pipeline impact and support revenue growth. - Experience positioning AI-enabled or technology-forward solutions in competitive markets, translating product differentiation into clear market value. - Strong executive communication skills, with the ability to convert product capabilities into clear narratives for customers, senior leaders, analysts, and external stakeholders. - Data-driven approach to decision making, with experience using performance insights to optimize campaigns, content effectiveness, and market outcomes. - Proven ability to work across Sales, Product Marketing, and Customer Success to align messaging, priorities, and go-to-market execution. - Demonstrated problem-solving capability under pressure, including the composure to investigate issues, adapt as priorities shift, and drive effective resolution during critical situations. - Strong attention to detail and organizational skills, enabling effective prioritization and management of multiple support requests. - Customer-focused mindset, positive attitude, and a willingness to continuously learn and expand technical skills. Company Description CYPHER Learning is leading the necessary disruption of learning platforms to unleash human potential with modern learning experiences. We exist to ignite lifelong learning passions through personalized, engaging, and limitless learning experiences for all, giving L&D pros and educators more time to teach and train, building human connection into everything we do, and delivering tailored learning experiences that are meaningful and measurable. We are a fast-growing company with a passion for education and technology.