Engineering Manager - Agentic AI

About the Company  

Cover Genius is a Series E insurtech that protects the global customers of the world’s largest digital companies including Booking Holdings, owner of Priceline, Kayak and Booking.com, Intuit, Uber, Hopper, Ryanair, Turkish Airlines, Descartes ShipRush, Zip and SeatGeek. We’re also available at Amazon, Flipkart, eBay, Wayfair and SE Asia’s largest company, Shopee. Our partners integrate with XCover, our award-winning insurance distribution platform, to embed protection for millions of customers worldwide each year.

Our team and products have been recognized with dozens of awards including by the Financial Times which ranked Cover Genius as the #1 fastest-growing company in APAC in 2020. Our diverse team across 20+ countries and many language groups commit itself to diverse cultural programs, in particular “CG Gives” which makes social entrepreneurs out of us all and funds development initiatives in global communities.

Our People are

Bold, Authentic, Purposeful and Inspired

Our People are not

Perfect, Traditional, Complacent or Cautious

About the Role

We’re seeking a hands-on Engineering Manager - Agentic AI to lead and grow the team building our next-generation AI-powered business platforms.

This is a high-impact role for a leader who is technically deep. You will not just manage people; you will drive the technical strategy for how we apply Large Language Models (LLMs) and Deep Learning to real-world business problems. You will lead a team of engineers in leveraging a diverse suite of AI technologies to architect secure, production-grade solutions that solve complex business challenges. You will ensure our underlying AI infrastructure remains scalable, robust, and cost-optimized across all deployments.

Key Responsibilities:

• Mentor and grow a cross-functional team of AI and software engineers.  Foster a culture of technical excellence, psychological safety, and rapid experimentation.

• Architect and build AI-native services, moving from prototype to production, including designing advanced RAG (Retrieval-Augmented Generation) pipelines and orchestrating agents for multilingual support and product distribution.

• Establish best practices for GenAI, MLOps, including Prompt management, model deployment, cost management, responsible AI and so on.

• Actively participate in code reviews, design docs, and architectural discussions. While you won't write code every day, you are capable of diving into the codebase to unblock the team or fix critical issues.

• Serve as the bridge between Product and Engineering, clearly communicating the capabilities and limitations of current deep learning models and GenAI technologies.

Skills & Experience:

What you will have

• 7+ years software engineering experience with Python backends, including 2+ years leading engineers as a manager that growing people while shipping

• You've taken LLM-powered products from prototype to production and lived with them afterwards: evals, guardrails, cost and latency budgets, incident response, and iterating on real user feedback

• Hands-on depth in agentic systems, tool use, multi-step orchestration, RAG, and memory.

• Experience building data and insights products: turning messy operational data into analytics, decision support, or natural-language interfaces that non-technical teams actually use.

• Fluency across the modern AI stack (agent frameworks, vector stores, model APIs and open-weight models, Kubernetes)

• Strong grasp of LLM fundamentals — transformers, embeddings, fine-tuning trade-offs — so you can steer the team past hype toward techniques that work.

• Experience managing SLAs, uptime, and incident response for critical production services.

What you will bring

• You know that AI isn't the solution to every problem. You prioritize simple, robust engineering over hype.

• You are self-motivated and continuously study the new practices and tooling in data engineering.

• Skepticism as a discipline: you critically evaluate model outputs, question assumptions, probe for bias and failure modes, and build evals before you build features.

  Embodies CG values—bold experimentation, purposeful innovation and authentic collaboration across diverse, global teams. 

• The ability to analyze business problems and frame it for AI, critically evaluating model outputs, questioning assumptions and identifying potential biases.

Why Cover Genius?  

Cover Genius not only cares about being the best in our industry, we care about our team. We’re a business that understands life can be fluid and so we flex to ensure we provide the environment to suit that. What does that mean?  

• Flexible Work Environment - our teams are hybrid. We work from home on Wednesdays and Thursday and attend the office on Monday, Tuesday and Friday with flexibility around start/finish times. We also have the added bonus of a Wellness day a month.

• Employee Stock Options - we want our people to share in our success, we reward them with ownership for their contribution in creating a world-class company.

• Work with like-minded people who are passionate about both the work we're doing and giving back. Our CG Gives programs enables us to all become philanthropists through our peer recognition and rewards system.

• Social Initiatives - pictures speak a thousand words!

Sound interesting? If you think you have the best composition of the above, send us your resume and let's chat!

* Cover Genius promotes diversity and inclusivity. We don't tolerate discrimination, demeaning treatment of anyone, or harassment due to race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or any other legally protected status.

By submitting your application, you acknowledge that we may collect, store and process your personal data for recruitment purposes. To ensure a fair evaluation, we may use AI to assist in sorting applications, but all final decisions are made by our hiring team and no candidate dispositions are automated. We will keep your information on file for three years from the date of your application.  For detailed information about how we handle your data and our use of AI, please review our full Privacy Policy.