About Pleo
Messy spend management is tricky business. And tedious processes are a lose‑lose situation for all involved, not just finance. At Pleo, we’re changing that. We build spend solutions that make managing money seamless, empowering, and surprisingly effective for finance teams and employees alike – with a vision to help all businesses ‘go beyond’.
Now, we’re at a pivotal moment in our journey. Every move we make directly impacts our 40,000+ customers, our business, and our collective success. We need people who uncover customer needs, turn complex problems into simple solutions, challenge the status quo respectfully, and always aim high. We are a driven, progressive, and kind team of 850+ people from over 100 nationalities, all committed to delivering the future of business spending together.
About the Role
This is an exciting opportunity to help shape how Pleo builds AI‑powered product features. Working with software engineers, data engineers, and data scientists, you’ll take ideas from prototype to production, leveraging Pleo’s decade of unique spend data to create real product value.
Who You’ll Be Working With and Reporting To
You’ll report to the Senior Manager for Data & AI Products and will be one of the first hires in the team. You will work closely with other Engineers and Data Scientists, each bringing distinctive skills while you provide applied AI engineering and data context. Together the team covers the full chain from data to shipped product.
What You’ll Be Doing
- Build and ship AI‑powered product features for Pleo’s customers, owning outcomes end‑to‑end for a scoped area.
- Design and build end‑to‑end RAG systems for specific product use cases: chunking strategies, embedding model selection, retrieval optimisation, and quality evaluation.
- Own the full AI‑product lifecycle: prompt design, context and state management, agentic loops, output parsing, edge case handling, and safe production deployment.
- Build evaluation datasets and automated eval pipelines that give the team confidence in AI feature quality before and after changes.
- Instrument AI features for production observability: logging, drift detection, quality monitoring, and alerting.
- Collaborate with Product and Design to scope AI features from first principles; you are a co‑author of what gets built, not just an implementer of specs.
- Partner with our GenAI Platform team to identify infrastructure needs and champion adoption of platform tooling.
- Support other engineers through reviews, pairing, and pragmatic technical leadership on the projects you lead.
What You Bring
- Proven experience shipping customer‑facing AI features using LLMs; beyond prototype stage and into real production systems with real users.
- Deep practical experience with RAG system design and the full retrieval pipeline: embedding models, vector databases, chunking, hybrid search, re‑ranking.
- Experience building and operating evaluation frameworks for LLM‑based systems; you have a systematic approach to measuring quality.
- Strong Python engineering; your code is production‑grade, tested, and maintainable.
- Experience building APIs and data retrieval pipelines that feed context into AI systems.
- Enough data intuition to reason about data quality, schema, and retrieval architecture without needing a dedicated data engineer beside you at all times.
- Experience with agentic system patterns: tool use, multi‑step orchestration, error handling in LLM workflows.
- Familiarity with public cloud providers (AWS, GCP).
- Openness to contributing in a Kotlin stack when required, as the platform is polyglot.
Why this role is a good fit for you
- You have strong product instincts and build with the user in mind.
- You have moved past prototyping and have a deep understanding of the realities of LLMOps, data retrieval, prompt and context engineering, and model evaluation in production.
- You don’t just call APIs; you understand the data feeding the AI system and can reason about data quality, architecture, and retrieval without needing a dedicated data engineer beside you at all times.
This role is not a good fit for you if
- You are primarily interested in model research or algorithm development; this role is about shipping working AI features to production.
- You need fully defined specs and a groomed backlog to operate effectively. We expect you to discover and define the problem alongside Product and Design.
- You cannot explain AI trade‑offs clearly to non‑technical stakeholders; you will regularly work with Product Managers, Designers, and business leaders who need to understand what is and isn’t possible.
Benefits
- Your own Pleo card.
- Lunch on us for your work days – enjoy catered meals or receive a lunch allowance based on your local office.
- Comprehensive private healthcare, depending on your location.
- 25 days of holiday plus public holidays.
- Hybrid and fully remote working options.
- Access to free mental health and well‑being support.
- Paid parental leave.
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