Who We’re Looking For – The Team Lead & Architect We’re looking for an experienced, hands-on AI Engineering Squad Lead to lead the team building the AI agents, intelligent workflows, and decision-making systems powering Chargeflow’s products. This role combines technical and architectural leadership with people leadership. You’ll lead engineers, build alongside them, and own production systems that must operate reliably, securely, and at scale. Our AI platform brings together models, data, tools, business logic, and intelligent workflows to solve complex problems across the chargeback and fraud lifecycle. These systems must understand context, make decisions, and take action in real time and under uncertainty. This isn’t a pure infrastructure or AI research role, and it isn’t about building impressive demos. It’s about turning rapidly evolving AI capabilities into reliable, production-grade products with measurable business impact. If you’re looking to manage tasks and stay above the code, this probably isn’t the role for you. About Chargeflow Chargeflow is a leading force in fintech innovation, tackling chargeback fraud and the impact it has on online businesses. Born from a deep passion for technology and eCommerce, we’ve developed an AI-driven solution that helps merchants manage credit card disputes, recover lost revenue, and protect their businesses through a unique success-based model. Backed by $49M from Viola Growth, OpenView, Sequoia Capital, and other top-tier global investors, Chargeflow is on a product-led growth journey. We’re a tight-knit team of passionate builders and entrepreneurs, united by our mission to revolutionize eCommerce and protect online businesses from chargeback fraud. What You’ll Own
* Lead, mentor, and develop a team of strong software engineers while remaining deeply involved in architecture and code.
* Own the architecture and evolution of Chargeflow’s AI platform.
* Design and build production-grade AI agents, intelligent workflows, and decision-making systems.
* Combine LLMs with business logic, company data, external tools, and deterministic software to solve complex product problems.
* Own AI systems throughout their lifecycle, from design and implementation to deployment, evaluation, monitoring, and continuous improvement.
* Make thoughtful architectural tradeoffs across accuracy, latency, scalability, reliability, security, and cost.
* Turn ambiguous product and business problems into clear technical direction, milestones, and measurable outcomes.
* Build evaluation frameworks that measure system quality, correctness, reliability, and business impact.
* Raise the bar for code quality, system design, observability, and engineering execution.
* Review designs and code, challenge assumptions, and help strong engineers become exceptional.
* Partner closely with Product, Data, and other R&D teams to turn emerging AI capabilities into meaningful customer value.
* Help define how engineering teams at Chargeflow build software with AI while maintaining high standards for correctness, security, and maintainability.
* Lead, mentor, and develop a team of strong software engineers while remaining deeply involved in architecture and code.
* Own the architecture and evolution of Chargeflow’s AI platform.
* Design and build production-grade AI agents, intelligent workflows, and decision-making systems.
* Combine LLMs with business logic, company data, external tools, and deterministic software to solve complex product problems.
* Own AI systems throughout their lifecycle, from design and implementation to deployment, evaluation, monitoring, and continuous improvement.
* Make thoughtful architectural tradeoffs across accuracy, latency, scalability, reliability, security, and cost.
* Turn ambiguous product and business problems into clear technical direction, milestones, and measurable outcomes.
* Build evaluation frameworks that measure system quality, correctness, reliability, and business impact.
* Raise the bar for code quality, system design, observability, and engineering execution.
* Review designs and code, challenge assumptions, and help strong engineers become exceptional.
* Partner closely with Product, Data, and other R&D teams to turn emerging AI capabilities into meaningful customer value.
* Help define how engineering teams at Chargeflow build software with AI while maintaining high standards for correctness, security, and maintainability.
Requirements:
What What You Bring
* At least seven years of software engineering experience, with a strong background in backend engineering, platform engineering, or distributed systems.
* At least three years of experience leading engineers, including mentoring, technical direction, delivery, and performance ownership.
* Hands-on experience shipping LLM- or generative-AI-powered capabilities to production—not only proofs of concept.
* Practical experience with agentic systems, tool use, orchestration, RAG, evaluations, and AI observability.
* Experience designing, building, and operating complex distributed or event-driven systems at scale.
* Strong architectural judgment and the ability to balance execution speed with reliability and long-term quality.
* A hands-on leadership style: you still write, review, and challen
What What You Bring
* At least seven years of software engineering experience, with a strong background in backend engineering, platform engineering, or distributed systems.
* At least three years of experience leading engineers, including mentoring, technical direction, delivery, and performance ownership.
* Hands-on experience shipping LLM- or generative-AI-powered capabilities to production—not only proofs of concept.
* Practical experience with agentic systems, tool use, orchestration, RAG, evaluations, and AI observability.
* Experience designing, building, and operating complex distributed or event-driven systems at scale.
* Strong architectural judgment and the ability to balance execution speed with reliability and long-term quality.
* A hands-on leadership style: you still write, review, and challen
This position is open to all candidates.
