The Software Development Engineer V (Senior Technical lead) will be a cornerstone in advancing Avalara's Content Engineering mission — leading the charge toward autonomous content management powered by AI agents and generative AI technologies. This role is critical to transforming how Avalara sources, understands, and manages global compliance content, bringing us closer to our vision of being part of every transaction in the world.
As part of the Content Engineering team, you will develop the orchestration layer and main systems that allow autonomous behavior within Avalara's Content Studio. Your work will center around developing scalable MCP servers, AI agents, APIs, and microservices. It will also involve integrating these components with our content platforms. Furthermore, the project aims to embed advanced AI/ML capabilities, creating a agentic, low-touch content ecosystem. You will be reporting to senior engineering Manager.
What Your Responsibilities Will Be
You will build a network of intelligent AI agents that distinct content management tasks and collaborating to achieve end-to-end automation.
Develop scalable backend APIs and microservices using the .NET stack; integrate with MCP servers and event-driven content pipelines
Develop an orchestration layer that coordinates agentic workflows, including stale content detection, version reconciliation, and update scheduling
Toward a autonomous content system by minimizing manual steps and allowing human review only when needed
Build analytics, logging, and feedback loops to improve agent accuracy and reduce false positives
Build responsive, intelligent front-end interfaces (React) that surface agent recommendations, resolve conflicts, and support human-in-the-loop overrides
Embed generative AI logic in the UX: draft suggestions, auto-populate updates, prompt confirmation, and explain agent decisions
Mentor junior engineers and contribute to team knowledge sharing and best practices
Be a technical lead on complex projects, providing architectural guidance and hands-on implementation
Bachelor's degree in computer science or a related field (or equivalent experience)
What You'll Need to be Successful
8+ years of experience building scalable, production-grade backend systems and APIs
Proficiency in C# and .NET, with deep experience designing and implementing backend services and microservices
Proficiency in React, with experience building responsive, interactive user interfaces
Experience generative AI features in the UI (e.g., suggestions, auto-updates, prompt confirmations)
Experience building agentic or autonomous workflows, especially in systems that detect, decide, and act with minimal human input
Experience with event-driven and distributed system architectures
Hands-on experience with CI/CD pipelines and modern DevOps workflows
Experience deploying, monitoring, and scaling services in AWS or other cloud environments
Experience with data storage systems Postgres
Experience with containerization technologies (e.g., Docker, Kubernetes)
Familiarity with observability best practices, including logging, metrics, tracing, and feedback loops
Understanding of secure software development practices, including least privilege, data protection, and secure defaults
Experience mentoring engineers and leading technical execution on complex project.
#LI-Remote
This is a remote position.
Avalara is an AI-first Company
AI is embedded in our workflows, decision-making, and products. Success here requires embracing AI as an essential capability.
You’ll bring experience using AI and AI-related technologies, ready to thrive here.
You’ll apply AI every day to business challenges - improving efficiency, contributing solutions, and driving results for your team, our company, and our customers.
You’ll grow with AI by staying curious about new trends and best practices, and by sharing what you learn so others can benefit too.
How We'll Take Care of You
Total Rewards
In addition to a great compensation package, paid time off, and paid parental leave, many Avalara employees are eligible for bonuses.
Health & Wellness
Benefits vary by location but generally include private medical, life, and disability insurance.
Inclusive culture and diversity
Avalara strongly supports diversity, equity, and inclusion, and is committed to integrating them into our business practices and our organizational culture. We also have a total of 8 employee-run resource groups, each with senior leadership and exec sponsorship.
What You Need To Know About Avalara
We’re defining the relationship between tax and tech.
We’ve already built an industry-leading cloud compliance platform, processing over 54 billion customer API calls and over 6.6 million tax returns a year. Our growth is real - we're a billion dollar business - and we’re not slowing down until we’ve achieved our mission - to be part of every transaction in the world.
We’re bright, innovative, and disruptive, like the orange we love to wear. It captures our quirky spirit and optimistic mindset. It shows off the culture we’ve designed, that empowers our people to win. We’ve been different from day one. Join us, and your career will be too.
We’re An Equal Opportunity Employer
Supporting diversity and inclusion is a cornerstone of our company — we don’t want people to fit into our culture, but to enrich it. All qualified candidates will receive consideration for employment without regard to race, color, creed, religion, age, gender, national orientation, disability, sexual orientation, US Veteran status, or any other factor protected by law. If you require any reasonable adjustments during the recruitment process, please let us know.