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About the Role
We are looking for a highly technical, hands-on Product Director to help define and build the next generation of Dotfile. You will work at the intersection of Product, Engineering, Design and our customers to turn complex compliance problems into simple, powerful product experiences. You will own major areas of the product end-to-end: understanding the problem, designing the system, prototyping solutions, shipping with Engineering, and learning from how customers use them. This is a builder role where you will be expected to go deep into workflows, data models and technical constraints, work directly with engineers and designers, and prototype ideas yourself. AI is at the core of Dotfile’s product, and you will design systems where agents investigate, reason and act across complex compliance workflows. You will lead a small Product team while remaining deeply involved in the work yourself, coaching and developing your team members.
Responsibilities
- Own major product areas end-to-end, from understanding the problem and defining the underlying system to shipping, adoption and iteration
- Lead and develop a small Product team, setting a high bar for product thinking, execution and ownership while remaining deeply hands-on yourself
- Turn complex compliance workflows into simple, programmable product experiences that can scale across customers, use cases and jurisdictions
- Work closely with Engineering and Design on product architecture, data models, workflows and technical trade-offs
- Design how AI agents interact with data, users and other systems to investigate cases, make recommendations and increasingly automate compliance work
- Prototype ideas quickly using AI and modern development tools to explore interactions, validate concepts and communicate what should be built
- Spend significant time with customers and internal teams to understand how compliance actually gets done, identify recurring problems and turn them into scalable product capabilities
- Define clear measures of product success, use data and customer behavior to evaluate what we ship, and iterate quickly when something is not working
- Continuously improve how we build product at Dotfile, using AI to accelerate research, analysis, prototyping, specification and execution
Requirements
- 6+ years of experience building software products, including significant ownership of complex B2B or infrastructure products
- Experience managing and developing product people, while remaining close to the product and comfortable owning problems directly yourself
- Deeply technical for a product leader, comfortable discussing APIs, data models, system architecture, integrations and technical trade-offs directly with engineers
- Thinks in systems, naturally looking beyond individual features to understand the underlying primitives, abstractions and interactions that make a product scalable
- Extremely hands-on, enjoys getting into the details, exploring data, prototyping ideas and working directly with engineers and designers
- AI is already deeply embedded in how they work, using LLMs, coding tools and agents to research, analyze, prototype and build, and actively experimenting with new capabilities
- Strong product judgment and can turn ambiguous, complex problems into products that feel simple to users
- Comfortable building AI products where outputs are probabilistic and cares deeply about evaluation, reliability, observability, human oversight and feedback loops
- Thrives in a fast-moving environment with high standards and strong ownership, and knows how to create that environment for the people they manage
Skills
- Product Management
- AI
- B2B Software
- Infrastructure Products
- System Design
- Data Models
- APIs
- LLMs
- Prototyping
Experience Level
- 6+ years of experience
About the Company
- Dotfile is building the AI-native Compliance Operating System for financial institutions.
- Our mission is to make compliance simple, safe and smart, helping financial institutions onboard customers, manage risk and operate globally.
- Compliance remains one of the most manual functions in finance. We believe AI is enabling a fundamental shift toward autonomous compliance.
- Our ambition is to build Level 5 Compliance: software that can gather evidence, investigate complex situations, assess risk and execute defensible decisions under defined policies.
- Dotfile has grown into one of Europe’s fastest-growing compliance technology companies.
- 100+ financial institutions across 15 countries rely on Dotfile for critical compliance operations, with a rapidly growing presence in the US.
- We recently raised our Series A from leading US and European investors and software operators.
- We’re now entering our next chapter: investing heavily in product and AI, expanding internationally, and building the team that can make Dotfile the global standard for compliance infrastructure.