Role Description The Sr Software Developer sits at the intersection of legacy modernization and modern engineering practice. In this role, you will lead the migration of aging ASP.NET WebForms applications to a React-based, API-first architecture while championing AI-augmented workflows using agentic tooling such as Claude. You will set the example for how great engineers work — writing clean, maintainable code, using AI tools responsibly and effectively, mentoring junior and mid-level teammates, and building productive relationships with our offshore development partners. What You’ll Do - Modernization Leadership - Lead the architectural planning and incremental migration of ASP.NET WebForms applications to a modern stack (React front-end, .NET Web API or equivalent back-end). - Define migration patterns, reusable component libraries, and coding standards that the wider team can follow. - Identify and mitigate technical risk at each phase of modernization; keep work appropriately scoped and deliverable within sprint boundaries. - AI-Augmented Engineering - Model effective, responsible use of agentic AI tools — particularly Claude — across the development lifecycle: planning, code generation, code review, testing, and documentation. - Help raise the team’s AI maturity by pairing with engineers, running informal workshops, and embedding AI-assisted practices into day-to-day workflows. - Stay current with the rapidly evolving AI tooling landscape and bring well-reasoned recommendations back to the team. - Quality & Testing - Champion test automation using Playwright for end-to-end and regression coverage, with particular attention to UI flows affected by the WebForms-to-React migration. - Establish and maintain CI/CD quality gates; integrate Playwright suites into build pipelines. - Conduct thorough, constructive code reviews that reinforce team standards without creating bottlenecks. - Technical Mentorship & Collaboration - Mentor engineers of varying experience levels through regular pairing, code reviews, and one-on-one conversations. - Collaborate asynchronously and across time zones with offshore development teams; communicate expectations clearly and build shared understanding. - Contribute to sprint planning, backlog refinement, and retrospectives consistent with Agile/Scrum values — transparency, continuous improvement, and sustainable pace. - Partner with product and design stakeholders to translate requirements into well-scoped technical stories. Qualifications - 7+ years of professional software development experience, with a significant portion on the Microsoft .NET stack. - Solid understanding of RESTful API design, C#/.NET Web API, and the separation-of-concerns principles that underpin a clean migration path. - Practical experience with React, including modern patterns such as TypeScript, state management (Redux Toolkit, Zustand, or similar), and component library ecosystems. - Practical experience using Claude or comparable LLM-based agentic tools to accelerate engineering work — not just as a search engine, but as an active collaborator in coding, analysis, and planning tasks. - Prompt engineering and agentic workflow judgment: you can explain why a workflow uses an agent vs. a single completion, when to use RAG vs. tool calls, how to manage context windows, and where guardrails should be placed. - Experience deploying agentic workflows to a cloud environment (AWS preferred: ECS, Lambda, Step Functions, Bedrock; equivalent on Azure or GCP is acceptable). - Experience writing and maintaining Playwright test suites in a real-world CI/CD context. - Demonstrated technical leadership: mentoring engineers, setting standards, and helping teams grow. - Proven track record working remotely in a fully distributed team, with strong written communication habits. - Prior experience collaborating with offshore or nearshore development teams, including managing asynchronous handoffs and maintaining code quality across time zones. - Solid grounding in Agile/Scrum practices — you understand the why behind ceremonies and artifacts, not just the mechanics. - Strong communication skills, including verbal, written, and presentation abilities. Nice to Have - Demonstrated, hands-on experience migrating ASP.NET WebForms (or comparable legacy UI frameworks) to modern front-end technologies. - Experience with Azure DevOps or comparable CI/CD and work-item management platforms. - Background in EdTech or enterprise SaaS products where data accuracy and reliability are paramount. - Experience contributing to or maintaining an inner-source or shared component library. - Exposure to prompt engineering, AI workflow design, or building applications on top of LLM APIs. - Bachelor’s Degree in Computer Science, Software Engineering, or any related field, or equivalent work experience. Job Details - Status: Full-time - Work Schedule: Monday – Friday. Core hours to be determined by your manager. Evening and weekend hours may be required on occasion. - Work Location: Primarily remote and a reliable, distraction-minimized home workspace is expected. Must work from one of the following U.S. states: AZ, CA, FL, MD, ME, MI, MO, NC, NV, NY, OH, OK, OR, SC, TX, UT, WA, WY. - Travel Requirements: Minimal travel expected; occasional travel to team gatherings, conferences, or company events may be required (up to 10%). - Physical Requirements: Prolonged periods of sustained focus during screen and computer-based work. - Compensation: $120,000 – $145,000/annualized base pay, based on experience & skills. This role’s Total Rewards package includes participation in an annual discretionary company bonus program and comprehensive benefits offering. Benefits - Health insurance coverage for employees and covered dependents - Health Savings Account with employer contributions - Employer paid Short-Term Disability and Life Insurance - 401(k) plan with up to 4% employer matching - “Responsible PTO” with additional paid time off for sick, volunteering, bereavement, and jury duty - 11 paid holidays with additional paid closure between Dec 26 – Dec 31 - Educational Reimbursement program and opportunities for ongoing professional development