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Senior AI Engineer

June 18, 2026

<h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">About TaxGPT</strong></h2><div><span style="background-color: transparent; color: rgb(0, 0, 0);">TaxGPT is revolutionizing the tax and accounting space with AI-driven solutions tailored for accountants, tax professionals, and SMBs. We are building an AI co-pilot to transform tax workflows, drive efficiency, and simplify compliance. Recently named one of Business Insider's 30 Early-Stage Startups Most Likely to Become Tech's Next Unicorns, we would love for you to join our growing team.</span></div><div><strong style="background-color: transparent; color: rgb(0, 0, 0);">Benefits: </strong><span style="background-color: transparent; color: rgb(0, 0, 0);">Medical, dental, vision, 401k + 3% match, life insurance</span></div><div><br></div><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">About the Role</strong></h2><div><span style="background-color: transparent; color: rgb(0, 0, 0);">We are looking for a Senior AI Engineer to help build the core intelligence layer behind TaxGPT. This role is focused on improving how effectively, reliably, and safely AI can automate real tax workflows using LLMs, retrieval systems, structured context, and agentic workflows.</span></div><div><br></div><div><span style="background-color: transparent; color: rgb(0, 0, 0);">You will work closely with software engineers, product teams, and technical leadership to design, build and scale AI systems that support fast development, stable production environments, and long-term scalability. </span></div><div><br></div><div><span style="background-color: transparent; color: rgb(0, 0, 0);">This is a senior individual contributor role for someone who can work with high autonomy, move quickly from prototype to production, and bring strong judgment to applied AI product development.</span></div><div><br></div><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">What You'll Do</strong></h2><h3><strong style="background-color: transparent; color: rgb(68, 68, 68);">AI Systems and Agentic Workflows</strong></h3><ul><li class=""><span style="background-color: transparent;">Build and improve AI-powered product experiences for tax and accounting workflows</span></li><li class=""><span style="background-color: transparent;">Increase automation rates across workflows while maintaining accuracy, reliability, and a strong user experience</span></li><li class=""><span style="background-color: transparent;">Design and refine prompt-based systems, tool-using agents, and multi-step workflows that perform well in real production use cases</span></li><li class=""><span style="background-color: transparent;">Prototype and ship end-to-end AI features quickly, from idea to working product</span></li><li class=""><span style="background-color: transparent;">Design workflows that combine LLMs, tools, APIs, retrieval systems, and structured outputs in a robust way</span></li><li class=""><span style="background-color: transparent;">Work across APIs, tools, retrieval layers, and backend systems to make AI capabilities useful in real user workflows</span></li></ul><h3><strong style="background-color: transparent; color: rgb(68, 68, 68);">Model Quality, Evals, and AI Reliability</strong></h3><ul><li class=""><span style="background-color: transparent;">Build and maintain evals, regression tests, and benchmarks that help us measure and improve AI quality over time</span></li><li class=""><span style="background-color: transparent;">Define practical metrics for usefulness, accuracy, latency, reliability, and cost </span></li><li class=""><span style="background-color: transparent;">Investigate model failures and systematically improve performance through better prompting, context design, routing, and system architecture </span></li><li class=""><span style="background-color: transparent;">Contribute to fine-tuning experiments, benchmark design, and dataset development where it adds product value</span></li></ul><h3><strong style="background-color: transparent; color: rgb(68, 68, 68);">Applied Engineering & Technical Leadership</strong></h3><ul><li class=""><span style="background-color: transparent;">Write strong Python code for prototypes, internal tooling, backend services, and AI workflows </span></li><li class=""><span style="background-color: transparent;">Work with product and backend engineers to productionize AI systems cleanly and safely</span></li><li class=""><span style="background-color: transparent;">Use data and experimentation to guide decisions, validate improvements, and prioritize the highest-impact work</span></li><li class=""><span style="background-color: transparent;">Help build feedback loops that make AI behavior easier to understand, debug, and improve over time</span></li><li class=""><span style="background-color: transparent;">Make strong technical decisions in your area and help the team balance speed, quality, and maintainability</span></li><li class=""><span style="background-color: transparent;">Share clear guidance through code reviews, design discussions, and documentation</span></li></ul><h1><br></h1><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">What We're Looking For</strong></h2><h3><strong style="background-color: transparent; color: rgb(68, 68, 68);">Required Qualifications</strong></h3><ul><li class=""><span style="background-color: transparent; color: rgb(0, 0, 0);">5+ years of experience in software engineering, machine learning engineering, AI engineering or a related role</span></li><li class=""><span style="background-color: transparent;">Strong experience building with LLMs in real products, not just experimentation environments</span></li><li class=""><span style="background-color: transparent;">Experience designing and improving prompt-based systems to achieve reliable, high-quality outcomes </span></li><li class=""><span style="background-color: transparent;">Strong experience with agentic workflows, tool-using AI systems, or multi-step AI orchestration</span></li><li class=""><span style="background-color: transparent;">Experience building evals, regression tests, benchmarks, and monitoring for AI workflows</span></li><li class=""><span style="background-color: transparent;">Strong understanding of tradeoffs in model quality, latency, cost, reliability, and system design</span></li><li class=""><span style="background-color: transparent;">Strong scripting or coding ability in languages such as Python, Go, or TypeScript</span></li><li class=""><span style="background-color: transparent;">Comfort working with APIs, backend systems, data flows, and cloud environments</span></li><li class=""><span style="background-color: transparent;">Strong written and verbal communication skills</span></li></ul><h3><br></h3><h3><strong style="background-color: transparent; color: rgb(68, 68, 68);">Preferred Qualifications</strong></h3><ul><li class=""><span style="background-color: transparent;">Experience supporting fast-moving startup engineering teams</span></li><li class=""><span style="background-color: transparent;">Experience building products from 0 to 1</span></li><li class=""><span style="background-color: transparent;">Experience with fine-tuning LLMs, synthetic dataset creation, or benchmark development </span></li><li class=""><span style="background-color: transparent;">Experience working with sensitive or regulated data domains such as tax, accounting, finance, legal, or healthcare </span></li><li class=""><span style="background-color: transparent;">Familiarity with modern AI evaluation and observability tooling</span></li></ul><h1><br></h1><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">How We Define Success in This Role</strong></h2><div><span style="background-color: transparent; color: rgb(0, 0, 0);">A strong Senior AI Engineer in this role:</span></div><ul><li class=""><span style="background-color: transparent;">Ships AI features that create real user value</span></li><li class=""><span style="background-color: transparent;">Improves automation, accuracy, and reliability across important workflows</span></li><li class=""><span style="background-color: transparent;">Operates with high autonomy and strong product judgment</span></li><li class=""><span style="background-color: transparent;">Moves quickly without sacrificing reliability or sound engineering practices</span></li><li class=""><span style="background-color: transparent;">Helps the team make better decisions about how to build and evaluate AI systems</span></li></ul><div><br></div><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">Stack Context</strong></h2><div><span style="background-color: transparent; color: rgb(0, 0, 0);">TaxGPT's core stack: Django, FastAPI, React / Next.js, Go, AWS EKS. Recent expansion into Azure and GCP. Kubernetes via Porter for deployment. PostgreSQL. GitHub for source control.</span></div><div><br></div><h2><strong style="background-color: transparent; color: rgb(26, 26, 46);">Why Join Us</strong></h2><div><span style="background-color: transparent; color: rgb(0, 0, 0);">This is an opportunity to help define the AI systems at the core of TaxGPT’s product experience. You will have meaningful ownership, deep technical scope, and the chance to shape how AI is built, evaluated, and shipped across the company.</span></div>

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

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4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

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5. HOW DO YOU PROCESS INFORMATION?

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6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...