Role Description PlanSource is looking for a Manager, Quality Engineering to lead and evolve our Quality Portfolio Ownership model while remaining a hands-on contributor as a SDET within an AI-first engineering strategy. This role balances people leadership, quality strategy, and direct technical execution to enable consistent, high-quality delivery across multiple product portfolios. You will manage and develop a small team of US-based Quality Engineers who operate as portfolio-level automation and quality owners, and you will partner closely with offshore QA leadership to ensure consistent standards and execution globally. Key Responsibilities - People Leadership & Quality Ownership (Onshore + Offshore Alignment) - Manage and develop US based Quality Engineers with clear accountability for portfolio level quality ownership, risk based testing and release readiness, and automation and AI first execution. - Establish, communicate, and enforce consistent QA operating standards and best-practices across global teams. - Own staffing, coverage planning, onboarding, and performance management for the US based Quality team. - Partner with Engineering leaders to proactively reduce regression risk and improve release confidence. - Monitor pipeline signals, production incidents, and defect trends to guide ongoing quality improvements. - Hands On SDET & Automation Contribution (Individual Contributor) - Remain hands on as a SDET, focusing on critical workflows, high risk functional areas, and shared automation frameworks and utilities. - Manage and maintain highly-visible, customer-facing production automation suites. - Design, implement, and maintain automated tests for priority scenarios with a focus on reliability, maintainability, and CI/CD integration. - Contribute to test framework evolution, lead root cause analysis for significant production defects, closing identified automation gaps. - AI Driven Quality Engineering (Design, Innovation & Implementation) - Design and implement scalable AI enabled quality capabilities that improve risk discovery, test design, automation health, defect prevention, and learning from production. - Build and iterate on AI assisted workflows integrated into Jira/ATDD, CI/CD pipelines, and test automation and reporting systems. - Establish guardrails for responsible AI usage, ensuring AI augments engineering judgment and that outputs are reviewed and owned. - Coach QA Engineers and SDETs on using AI to generate high value test scenarios, manage ambiguity, and focus human effort where it has the highest impact. - Measure the effectiveness of AI driven quality practices using outcome based signals such as escaped defects, coverage of high risk paths, feedback cycle time, and automation maintenance cost. Qualifications - 8–12+ years in QA and test automation; formal people management experience required. - Strong hands-on expertise in Python, Pytest, Selenium (or equivalent) and scalable automation design. - CI/CD integration experience (GitLab/Jenkins). - Experience designing and applying AI-assisted approaches to improve quality, coverage, and delivery confidence. - Proven ability to coach engineers across skill levels. - Strong judgment balancing speed, risk, and quality; clear communicator with Product and Engineering leadership. Benefits - Great benefits package, including a full suite of health benefits, a generous 401(k) Plan, unlimited PTO, paid parental leave, a strong rewards and recognition program, and a focus on mental health and well-being. - An inclusive environment with Employee Resource Groups to join, volunteering days and the ability to donate to organizations of your choice through our recognition platform. - The opportunity to work for a growing, established technology company, but work side-by-side with a small, dynamic team of talented professionals. - Fast-paced environment with big goals and the opportunity to make a big impact. Company Description - Join the Vista Family. In March 2019, Vista Equity Partners acquired PlanSource, marking a new phase of growth. - PlanSource is highly rated with our customers. Be proud of our sophisticated cloud-based technology that meets the needs of even the most complex benefit programs. - Success is rewarded. With more than just a pat on the back, your success is recognized and rewarded. - You can grow and develop professionally. PlanSource has a great track record of internal promotions within the company. - Share our values. Be part of a team that values diversity and representation in all levels of the organization.

We believe in the power and joy of learning At Cengage, our employees have a direct impact in helping students around the world discover the power and joy of learning. We are bonded by our shared purpose – driving innovation that helps millions of learners improve their lives and achieve their dreams through education. Cengage's portfolio of businesses supports student choice by providing a range of pathways that help learners achieve their goals and lead a choice-filled life. Our culture values inclusion, engagement, and discovery Our business is driven by our strong culture, and we know that creating an inclusive workplace is absolutely essential to the success of our company and our learners, as well as our individual well-being. We recognize the value of diverse perspectives in everything we do, and strive to ensure employees of all levels and backgrounds feel empowered to voice their ideas and bring their authentic selves to work. We achieve these priorities through programs, benefits, and initiatives that are integrated into the fabric of how we work every day. To learn more, please see https://www.cengagegroup.com/about/inclusion-and-belonging/. What you'll do here: As a Director of Software Engineering at Cengage, you will lead the charge in delivering world-class platforms and products that revolutionize the education technology industry. Specifically, you will guide our School Learning Platform teams in creating outstanding courseware, learning, and partner experiences for K-12 education. Your role will be pivotal in building and leading agile, high-performing remote software engineering teams. Following the Product Operating Model (POM), you'll collaborate closely with product and design teams, making data-driven decisions that focus on improving customer outcomes through frequent stakeholder engagements and data-driven insights. If you are passionate about digital transformation and thrive in a dynamic, fast-paced environment, this opportunity is perfect for you! Responsibilities - Work with multiple leaders, including the Digital leadership team and business partners, to craft a convincing technical strategy and roadmap(s) to achieve business unit goals. - Collaborate across functions to align on priorities for scaling and building our products globally. - Using the framework of the Product Operating Model, you will identify scalable products and deliver them to support our global customer base. You will incorporate new technologies and industry trends into the outcomes. - Partner with multi-functional leaders, through POM, to standardize and improve development, testing, and release processes, ensuring timely delivery of quality products. - Drive product and technology strategy reviews with Product Leaders and senior collaborators, leading strategic technological discussions. - Lead high-performing engineering teams, developing a pipeline of high-caliber talent and encouraging leaders to achieve priorities. - Foster a high-performance, transparent environment passionate about accountability and results. - Reinvent and optimize the SDLC using modern frameworks, principles, automation, and generative AI. - Cultivate a culture of continuous learning and professional development, offering team members opportunities to grow. Skills you will need here: - 5+ years of leadership experience in developing technology strategies and driving innovation. - 10+ years of progressive software development experience. - Experience leading a global workforce of employees and contractors across different time zones. - Expertise in AWS (EC2, S3, Lambda, RDS, CloudFormation), cloud-native development (Kubernetes, Docker, microservices), and Infrastructure as Code (Terraform, AWS CDK). - Solid understanding of AI concepts, technologies and methods, including machine learning, Language, Reasoning & multimodal models, prompt & context engineering, developing and using skills & agent frameworks, RAG, and vector databases. - Hands-on experience integrating or experimenting with commercial and open-source GenAI technologies and toolkits (e.g., coding assistants, OpenAI, Hugging Face, LangChain). - Strong experience in modernizing monolithic architectures, implementing hybrid cloud strategies, and crafting APIs to bridge legacy systems with cloud-native platforms. - Proven ability to compose and build scalable, secure, high-availability enterprise systems using CI/CD pipelines and automated testing frameworks. - Skilled in agile methodologies (Scrum, Kanban, SAFe) and customer-centric product models to drive iterative development and rapid time-to-market. - Excellent verbal and written communication skills. Preferred - Bachelor’s degree in computer science or related field, or equivalent combination of education and recent, relevant work experience. Cengage is committed to working with broad talent pools to attract and hire strong and most qualified individuals. Our job applicants are considered regardless of any classification protected by applicable federal, state, provincial or local laws. Cengage is also committed to providing reasonable accommodations for qualified individuals with disabilities including during our job application process. If you are an applicant with a disability and require reasonable accommodation in our job application process, please contact us at accommodations.ta@cengage.com. About Cengage Cengage, a global education technology company serving millions of learners, provides affordable, quality digital products and services that equip students with the skills and competencies needed to be job ready. For more than 100 years, we have enabled the power and joy of learning with trusted, engaging content, and now, integrated digital platforms. We serve the higher education, workforce skills, secondary education, English language teaching and research markets worldwide. Through our scalable technology, including MindTap and Cengage Unlimited, we support all learners who seek to improve their lives and achieve their dreams through education. Compensation At Cengage Group, we take great pride in our commitment to providing a comprehensive and rewarding Total Rewards package designed to support and empower our employees. Click here to learn more about our Total Rewards Philosophy. The full base pay range has been provided for this position. Individual base pay will vary based on work schedule, qualifications, experience, internal equity, and geographic location. Sales roles often incorporate a significant incentive compensation program beyond this base pay range. In this position, you will be eligible to participate in the company’s discretionary incentive bonus program. This position's bonus target amount, which is not guaranteed and is dependent on individual performance and overall company results among other factors, is provided below. 25% Annual: Individual Target $138,200.00 - $179,650.00 USD

Role Description We are looking for a founding Head of Engineering to take our systems to the next level. This is a hands-on technical leadership role for someone who has built agentic AI systems in production. - Own software architecture and delivery: design, deploy, and operate systems at scale - Design and evolve our AI systems, including: - prompting and orchestration logic - context and retrieval systems (search, integrations, memory) - evaluation infrastructure (LLM-as-judge, regression testing) - expert feedback systems (building eval sets from their natural workflow) - Stay on the frontier of AI and legal AI - Hire, manage, and grow the engineering team (currently 3 FTEs) Qualifications - 10+ years of software engineering experience (3+ years in Python) - 5+ years in a technical leadership role with ownership over architecture, delivery, and production systems - Experience hiring and managing engineers - Built agentic AI systems in production, including: - goal-directed reasoning, planning, and tool use - multi-agent or sub-agent architectures - context management and memory systems - Built evaluation systems (e.g. LLM-as-judge, automated evals, regression testing) - Worked in an AI-native development environment (Claude Code, Cursor, Codex, etc.) - Product mindset - ideally from a successful startup environment - Enough frontend or workflow UI experience to collaborate across the product stack Benefits - Competitive salary + meaningful founding-level equity - Fully covered health, dental, and vision - Unlimited PTO - High-impact work at the core of a rapidly growing legal AI company Company Description Inhouse is the #1 AI lawyer for small to midsize businesses. We combine AI, our own law firm, and an expert feedback loop to deliver fast, compliant, high-quality legal work at a fraction of the cost and turnaround time of traditional firms. We grew revenue 1,500% last year and recently raised a $5M seed round from leading VCs and the former CEO & Cofounder of LegalZoom.

• Lead, mentor, and grow a team of DevOps and SRE engineers, fostering a culture of ownership, reliability, and continuous improvement • Own the strategy and execution of Axion's cloud infrastructure, CI/CD pipelines, observability stack, and incident response processes • Partner with Engineering and Product leadership to align infrastructure investments with product scalability and reliability goals • Drive a roadmap for infrastructure modernization, capacity planning, and cost efficiency across our cloud environments • Champion security and compliance best practices, working cross-functionally to maintain a strong security posture • Define and track SLOs, SLIs, and error budgets — and hold the team accountable to them • Be hands-on when it counts: debugging production issues, reviewing architecture decisions, and unblocking your team • Build and maintain the systems, tooling, and processes that let Axion's engineers ship fast with confidence