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Senior Director of Product Design

Intro

At Pleo, we’re on a mission to revolutionise the way businesses manage company spending. No more outdated processes, clunky spreadsheets, or frustrating delays - we believe spend management should be seamless, empowering, and surprisingly effective for finance teams and employees alike. We’re creating tools that promote autonomy, foster trust, and let businesses focus on what truly matters.

Our culture is built on transparency, collaboration, and a deep commitment to innovation – which is reflected in our spending solution. At Pleo, you’ll join a passionate team shaping the future of work, all while having some fun along the way.

About the role

We’re looking for seasoned Product Design Directors to join our leadership team and help us scale design impact across Pleo. In this role, you’ll lead product design for a major area of our business - shaping strategy, elevating craft, and driving outcomes through exceptional, human-centered design.

Great experience is at the heart of that mission. Not just how things look, but how they work. How they guide, bring clarity, empower, and delight. That’s where you come in.

You’ll work closely with executive leadership, partner deeply across disciplines, and grow a team of thoughtful designers who care about doing great work together. This is a strategic and hands-on role for a design leader who thrives in complexity, moves with clarity, and believes that simplicity is earned.

What you will be doing

You’ll own and drive design transformation in a critical product area, delivering high-quality experiences that help our customers thrive - and our business grow. At the same time, you’ll shape how we build, collaborate, and scale as a design team.

In the first 6 months, we imagine you will:

  • Define a clear design strategy for your area and align it with partners in Product and Engineering
  • Ship 1-2 major initiatives with the team with early signs of impact on adoption, monetisation, or UX quality
  • Create clarity, support, and growth opportunities for your team
  • Ensure design is actively shaping roadmap and prioritisation - not just reacting to it
  • Coach designers to raise their craft, confidence, and ownership.

By 12 months, you’ll likely:

  • Lead design work that moves key business metrics - revenue, retention, or product engagement
  • Build and scale a UX quality strategy for your area, measuring impact and adjusting as you learn more
  • Mentor designers to take on bigger problems and grow their scope of impact
  • Co-lead a cross-functional initiative that shapes how Pleo prioritises, collaborates, or ships value
  • Deepen trusted partnerships across Product, Engineering, Brand, and beyond

What you bring

  • A track record of leading design work that made a measurable difference - whether by launching completely new experiences, redesigning major parts of the product, or changing how teams work
  • Experience managing senior and staff designers, and have real stories of coaching them into confident leads and future design leaders
  • A reputation for building high-performing teams - where people feel clear, trusted, and energised
  • Strong instincts for working with product and engineering. Not just making things look good, but shaping what gets built and why
  • A habit of grounding decisions in real customer insight through numbers, stories, patterns, or pain points
  • Experience getting senior stakeholders on board with complex ideas - especially when the right path isn’t the obvious one
  • A sharp eye for quality and a mindset for raising the bar - especially when things get fast, messy, or ambiguous

Extra bonus points if

  • You’ve built tools in and around fintech - how money moves, how teams make decisions, how businesses stay compliant - and you care deeply about making that work simpler, clearer, and more human
  • You’ve led design in multi-market or multi-language products, and understand what truly scales across cultures
  • You have curiosity and hands-on experience with emerging tech like AI, and a drive to use it in ways that make products more powerful and human

Who you’ll be working with and reporting to

You’ll report to our VP of Design and work closely with senior leaders across Product, Engineering, and Brand. You’ll directly manage a team of 5–10 product designers, including Staff-level ICs, and collaborate with other Design Directors to shape the future of our practice.

We’re a tight-knit design org that values deep thinking, clear storytelling, and building with care. We show up for each other, we ship with intent, and we believe that great design is a team sport where everyone is owning their part.

How you’ll develop in this role

As a Design Director at Pleo, you’ll:

  • Step into a strategic partner role for our most important product bets
  • Mentor designers and emerging leaders as they grow their confidence and scope
  • Influence how we scale our design team, evolve our processes, and raise the bar for quality
  • Help shape a culture of clarity, ownership, and craft - where designers do their best work

We’re committed to helping you grow - whether that means stepping into executive leadership, refining your strengths as a product design operator, or taking on new and complex challenges as Pleo scales.

Show me the benefits!

  • Your own Pleo card (no more out-of-pocket spending!)
  • Lunch is 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
  • We offer 25 days of holiday + your public holidays
  • For our Team, we offer both hybrid and fully remote working options
  • Option to purchase 5 additional days of holiday through a salary sacrifice
  • We use MyndUp to give our employees access to free mental health and well-being support with great success so far ❤️‍🩹
  • Access to LinkedIn Learning - acquire new skills, stay abreast of industry trends and fuel your personal and professional development continuously
  • Paid parental leave - we want to make sure that we're supportive of families and help you feel that you don't have to compromise your family due to work 👶

Why join us?

Working at Pleo means you're working on something very exciting: the future of work. Our mission is to help every company go beyond the books. Pleo itself means ‘more than you’d expect’, and it’s been the secret to our success over the last 8 years. So it’s only fitting that we’d pass this philosophy onto our customers to help them make the most of their finances.

We think company spending should be delegated to all employees and teams, that it should be as automated as possible, and that it should drive a culture of responsible spending. Finance teams shouldn’t be siloed from the rest of the organisation – they should work in unity with marketing, sales, IT and everyone else.

Speaking of working in unity, our values tell the story of how we work at Pleo. We have four core values, the first of which is ‘champion the customer’, which means we address real pain points that businesses face. Next up is ‘succeed as a team’, which highlights how our strength lies in our diversity and trust in each other. We also ‘make it happen’ by taking bold decisions and following through to deliver results. Last but not least, we ‘build to scale’, creating lasting solutions that address today’s challenges and anticipate tomorrow’s needs.

So, in a nutshell, that's Pleo. Today we are a 850+ team, from over 100 nations, sitting in our Copenhagen HQ, London, Stockholm, Berlin, Madrid, Montreal and Lisbon offices —and quite a few full-time remotes in 35 other countries! Being HQ'd out of Copenhagen means we're inspired by things like a good work-life balance. If you don't work in the office with us, we'll help you set up the best remote setup possible and make sure you still have time to connect with your team.

About your application

  • Please submit your application in English; it’s our company language so you’ll be speaking lots of it if you join 💕
  • We treat all candidates equally: If you are interested please apply through our application system - any correspondence should come from there! Our lovely support isn't able to pass on any calls/ emails our way - and this makes sure that the candidate experience is smooth and fair to everyone 😊
  • We’re on a mission to make everyone feel valued at work. That’s only achievable if our team reflects the diversity of the world around us - and that starts with you, hitting apply, even if you are worried you might not tick all the boxes! We embrace and encourage people from all backgrounds to apply - regardless of race/ethnicity, colour, religion, nationality, gender, sex, sexual orientation, age, marital status, disability, neurodiversity, socio-economic status, culture or beliefs.
  • When you submit an application we process your personal data as a data processor. Find out more about how your data is used in the FAQs section at the bottom of our jobs page.
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What You Should Know About Senior Director of Product Design, Pleo

At Pleo, we are thrilled to announce an exciting opportunity for a Senior Director of Product Design to join our vibrant team! Based across Germany, Denmark, the Netherlands, the United Kingdom, Spain, Portugal, Sweden, or even remotely from any of those locations, you will be at the forefront of transforming the way businesses handle company spending. Imagine leading a passionate group of designers as we craft user-centered products that empower finance teams and delight users. This role is not just about aesthetics; it’s about creating exceptional experiences that drive meaningful outcomes. You will work closely with our executive team, collaborate across various disciplines, and guide a team of talented designers to elevate our design standards. In your first six months, you’ll define a clear design strategy and drive impactful initiatives that improve user engagement and satisfaction. By the end of your first year, you’ll have shaped high-performing teams and led initiatives that significantly enhance how we prioritize and execute design. At Pleo, we believe in transparency, innovation, and fun, and we’re committed to creating an environment where our team can thrive. Are you ready to make a difference and help us revolutionize the future of work? Come join us at Pleo, where your skills will be valued and your impact will be significant!

Frequently Asked Questions (FAQs) for Senior Director of Product Design Role at Pleo
What are the main responsibilities of a Senior Director of Product Design at Pleo?

As a Senior Director of Product Design at Pleo, your main responsibilities will include defining design strategies that align with our broader business goals, leading major product design initiatives, and mentoring a team of designers. You'll focus on creating high-quality user experiences that foster customer engagement, utilizing data-driven insights to inform design decisions, and collaborating closely with other departments like Product and Engineering to shape our design approach across various platforms.

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What qualifications are needed for the Senior Director of Product Design role at Pleo?

To become a Senior Director of Product Design at Pleo, candidates should possess extensive experience in product design, preferably with a strong portfolio showcasing successful projects that improved user experiences. A track record of leading and mentoring design teams is essential, along with exceptional communication skills to convey complex ideas to senior stakeholders. It's also beneficial to have experience in fintech products and an understanding of customer insights to guide design decisions effectively.

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How does Pleo support the growth of its Senior Director of Product Design?

Pleo is committed to the professional growth of its Senior Director of Product Design by providing ample mentoring opportunities, access to continuous learning resources, and a collaborative environment that encourages innovative thinking. You will have the chance to influence our design processes and scale the design team, helping to raise the standard of quality in our products. Regular feedback and a clear pathway for advancement ensure that you can grow alongside our organization.

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What does the company culture look like for a Senior Director of Product Design at Pleo?

At Pleo, our company culture embraces transparency, collaboration, and innovation, providing a supportive atmosphere for our Senior Director of Product Design. We prioritize team success, encourage bold decision-making, and foster an environment where everyone can contribute to reaching our goals. You'll find a tight-knit design organization that values deep thinking and storytelling, where your ideas and contributions are appreciated, making it both a fun and engaging place to work.

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What impact does the Senior Director of Product Design have on Pleo's business?

The Senior Director of Product Design plays a crucial role in Pleo's business by leading design transformations that drive user engagement, retention, and overall business growth. Your efforts in creating intuitive and effective design solutions will enhance customer satisfaction and loyalty, ultimately affecting key business metrics like revenue and product adoption. By shaping a culture of outstanding design, you will help Pleo achieve its mission of revolutionizing company spending management.

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Common Interview Questions for Senior Director of Product Design
Can you describe your approach to leading a design team as a Senior Director of Product Design?

In leading a design team, my approach centers around fostering collaboration and empowerment among team members. I prioritize creating an inclusive environment where designers feel valued and are encouraged to express their ideas. Setting clear goals and expectations, while also providing opportunities for professional development, ensures the team can thrive and deliver exceptional results.

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What strategies would you apply to define a successful design roadmap at Pleo?

To define a successful design roadmap at Pleo, I would begin with understanding business objectives and user needs. Conducting user research and collecting feedback from stakeholders can provide a solid foundation for making informed decisions. Collaborating with cross-functional teams would support alignment on priorities and ensure that the design strategy contributes effectively to overall company goals.

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How do you measure the impact of design on product performance?

I measure the impact of design on product performance through various metrics such as user engagement rates, conversion rates, and customer feedback. Conducting A/B testing and usability studies allows for quantitative and qualitative insights. Additionally, monitoring key business metrics before and after design implementations gives a clearer picture of design effectiveness in achieving company objectives.

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What experience do you have with multi-market or multi-language product design?

My experience with multi-market product design includes collaborating on projects that required a deep understanding of diverse cultural contexts and user preferences. I’ve successfully led teams in designing products that adapt to various languages and locales, ensuring that the user experience is seamless and culturally relevant. This adaptability has proven beneficial in enhancing user satisfaction across different markets.

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Can you share a time when you influenced a strategic decision in your previous role?

In my previous role, I identified a significant user pain point through extensive user research, which influenced a strategic pivot in our product development approach. By presenting clear data and user stories to stakeholders, I garnered support for a redesign that focused on improving usability. This decision ultimately led to a notable increase in user engagement and satisfaction, demonstrating the power of design in driving strategic outcomes.

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How do you ensure that your design team stays innovative?

To ensure that my design team remains innovative, I encourage continuous learning and exploration of new design methodologies and technologies. Regular brainstorming sessions, design critiques, and hackathons can also spark creativity. By fostering an environment that embraces experimentation and values innovative ideas, team members feel empowered to push the boundaries of design.

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What tools and technologies are essential for a Senior Director of Product Design to be familiar with?

As a Senior Director of Product Design, familiarity with design tools like Figma, Sketch, and Adobe Creative Suite is essential for collaboratively creating and sharing designs. Additionally, understanding analytics tools and user testing platforms helps in making data-driven design decisions. It's also beneficial to keep up with emerging technologies like AI and design systems to stay ahead in the dynamic tech landscape.

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How do you handle disagreements within your design team?

Handling disagreements within a design team involves active listening and open communication. I encourage team members to express their views and work collaboratively towards a solution. Facilitating constructive discussions allows for diverse perspectives to be valued, ultimately leading to better design outcomes. If conflicts arise, I guide the conversation back to user needs and business objectives to align our vision.

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What is your process for gathering user feedback during the design process?

My process for gathering user feedback during the design process includes conducting user surveys, interviews, and usability tests at different stages of development. I prioritize creating prototypes early to validate concepts and gather insights. Continuously involving users and iterating based on their feedback ensures that the final product meets their needs and expectations.

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How do you keep your team aligned with company goals while working on design projects?

To keep my team aligned with company goals, I ensure that we start every project by discussing how it fits into the broader organizational objectives. Regular check-ins, project updates, and collaboration with other departments keep communication open. Additionally, celebrating milestones and achievements reinforces our shared purpose, motivating the team to remain focused on delivering impactful design solutions.

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Pleo is one of those products that is a no-brainer in removing one of the most painful processes in business: company spending. For employees it means no more out-of-pocket spending, or credit card borrowing. We empower employees with delegated sp...

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DATE POSTED
April 9, 2025

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