Product Director at Dotfile

About Dotfile

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 financial services. While most institutions still rely on fragmented tools and human-driven workflows, 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. Today, 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.

 

Role Overview

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. You will be expected to go deep into workflows, data models and technical constraints, work directly with engineers and designers, and prototype ideas yourself when that is the fastest way to move forward. You should care as much about how the underlying system works as you do about the user experience built on top of it.

AI is at the core of Dotfile’s product. You will design systems where agents investigate, reason and act across complex compliance workflows, and use AI extensively in your own work to research, prototype and ship faster.

You will lead a small Product team while remaining deeply involved in the work yourself. You will coach and develop the people on your team, raise the bar for product thinking and execution, and create the environment for them to do their best work. This is not a role where management means stepping away from the product.

You will work directly with the CEO and CTO.

 

Key Responsibilities

 

About you

 

The interview process

Round 1: First conversation to get to know you, understand what drives you, and explore why this role excites you.

Round 2: Two-part discussion where you’ll walk us through your career journey and the choices that shaped it, followed by a values-based interview.

Round 3: Deep dive into one of your key projects with someone from a different team, offering a fresh, cross-functional perspective on how you work.

Round 4: Practical exercise, case study tailored to the role, giving you the opportunity to showcase your skills on a real-world challenge.

Round 5: Final conversation with our founder.

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