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Director of Engineering

What do we do?

Paddle offers digital product companies a completely different approach to their payment infrastructure. Instead of assembling and maintaining a complex stack of payments-related apps and services, we’re a Merchant of Record for our customers. That means we take away 100% of the pain of payment fragmentation. It’s faster, safer, cheaper, and, above all, way better. 

We’re backed by investors including KKR, FTV Capital, Kindred, Notion, and 83North and serve over 5000 software sellers in 245 territories globally. 

The role:  

As a Director of Engineering, you will be responsible for driving the performance, growth, and alignment of a group of product engineering teams while collaborating closely with cross-functional stakeholders to deliver business impact.

In this role, you will manage the Engineering Managers of the teams within your group and work in partnership with the group Product leader to set the group’s strategy and execute against its goals. You’ll ensure the group works effectively across the broader Product & Engineering organisation and with other departments to deliver high-quality outcomes aligned with our business priorities.

What you'll do: 

Leadership and Team Management:

  • Lead and mentor the engineering managers of the product engineering teams in the group, helping them grow into stronger leaders for their teams.

  • Foster a high-performance culture, ensuring that teams are empowered, supported, agile and that they consistently deliver high quality software 

  • Build a collaborative environment where managers and engineers feel psychologically safe, valued, and able to deliver their best work.

Strategic Alignment and Delivery:

  • Partner with the group Product leader to set the strategic direction, lead roadmap planning, and prioritise deliverables for the group.

  • Define and execute the engineering vision for the group in alignment with the overall department and company objectives.

  • Ensure teams are aligned on business goals, balancing short-term delivery needs with long-term technical strategy.

Collaboration and Stakeholder Management:

  • Ensure your teams work effectively with other groups across Product & Engineering to ensure smooth collaboration and alignment on dependencies and deliverables.

  • Act as a key stakeholder representative for your group in discussions with other departments, including Sales, Customer Success, and Finance.

  • Ensure clear communication of progress, challenges, and opportunities between the group and its stakeholders.

Engineering Excellence:

  • Drive a culture of technical excellence across the group and the wider engineering department, ensuring engineering practices and tooling are continuously improved.

  • Identify and address inefficiencies to optimise speed and predictability of delivery across teams.

  • Champion knowledge sharing and reduce silos by encouraging collaboration between teams both within your group and across the rest of the department.

Scaling and Growth:

  • Collaborate with Talent and People teams to recruit and onboard new engineers and managers into the group as it scales.

  • Ensure the group’s structure and headcount plans align with current and future business needs.

We'd love to hear from you if you:

  • Are an experienced senior engineering leader with a track record of leading an organisation of 20-50 individuals, including managing engineering leaders.

  • Have an engineering background with experience in large scale, web based B2B or B2C platforms. Fintech experience is of particular interest, but not required or expected.

  • Have experience growing, managing and retaining high performing, healthy engineering teams

  • Have hands-on programming experience as an individual contributor from earlier in your career.

  • Thrive when working with ambiguous problems with a high degree of autonomy

  • Have experience working cross-functionally with Product, Commercial and Customer Success to optimise the output of your teams

  • Have a passion for coaching and developing people

  • Have excellent communication,  stakeholder management and organisational skills

Everyone is welcome at Paddle

At Paddle, we’re committed to removing invisible barriers, both for our customers and within our own teams. We recognise and celebrate that every Paddler is unique and we welcome every individual perspective. 

As an inclusive employer, we don’t care if, or where, you studied, what you look like or where you’re from. We’re more interested in your craft, curiosity, passion for learning and what you’ll add to our culture. We encourage you to apply even if you don’t match every part of the job ad, especially if you’re part of an underrepresented group.

Please let us know if there’s anything we can do to better support you through the application process and in the workplace. We will do everything we can to support any accommodations needed. We’re committed to building a diverse team where everyone feels safe to be their authentic self. Let’s grow together. 


Why you’ll love working at Paddle

We are a diverse, growing group of Paddlers across the globe who pride ourselves on our transparent, collaborative and respectful culture. 

We live and breathe our values, which are:

Paddle for others

Paddle together

Paddle simply

We offer a full suite of benefits, including attractive salaries, stock options, retirement plans, private healthcare and well-being initiatives. 

We are a ‘digital-first’ company, which means you can work remotely, from one of our stylish  hubs, or even a bit of both! We offer all team members unlimited holidays and enhanced parental leave. We invest in learning and will help you with your personal development via constant exposure to new challenges, an annual learning fund, and regular internal and external training.

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Average salary estimate

$175000 / YEARLY (est.)
min
max
$150000K
$200000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

What You Should Know About Director of Engineering, Paddle

Are you ready to take your engineering leadership to the next level? Join Paddle as our Director of Engineering and be a pivotal part of a company that's redefining payment infrastructure for digital product companies. At Paddle, we make payments easier, safer, and more efficient for over 5,000 software sellers worldwide, and we want someone like you to help us scale that impact even further. In this exciting role, you'll lead and mentor a dynamic group of product engineering teams, fostering a high-performance culture where every engineer feels empowered and valued. You won't just manage; you'll inspire and guide Engineering Managers to develop into stronger leaders themselves. Your keen strategic mind will partner with the Product leader to drive the group's vision and prioritize deliverables that align with our broader business goals. With your experience in large-scale platforms—preferably in B2B or B2C—you're adept at navigating complex challenges. Although fintech experience is a plus, it’s not a must! If you're passionate about coaching, optimizing collaboration, and driving technical excellence, Paddle is the perfect place for you. We believe that diversity in our team makes us stronger, and we welcome candidates from all backgrounds. Want to make an impact and work with an inclusive, agile team? Apply to join Paddle, where your contributions will be recognized and celebrated!

Frequently Asked Questions (FAQs) for Director of Engineering Role at Paddle
What responsibilities does a Director of Engineering at Paddle have?

As the Director of Engineering at Paddle, your responsibilities will include leading and mentoring engineering managers, driving strategic alignment for product engineering teams, and ensuring the delivery of high-quality software that aligns with business priorities. You'll work closely with cross-functional stakeholders and help craft the strategy for the group to achieve key business objectives.

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What qualifications are needed to apply for the Director of Engineering position at Paddle?

To apply for the Director of Engineering role at Paddle, candidates should have significant experience in engineering leadership, particularly overseeing a team of 20-50 individuals. A strong background in large-scale web-based B2B or B2C platforms is desirable, and while fintech experience is a plus, it's not essential. Coaching talent and excellent collaboration skills are critical for thriving in this position.

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How does Paddle promote a collaborative environment for its engineering teams?

Paddle fosters collaboration by building a culture where every team member feels psychologically safe to express their ideas. The Director of Engineering will play a key role in ensuring that teams collaborate effectively across the product and engineering departments, which allows for greater alignment of deliverables and shared success.

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What are the growth opportunities for the Director of Engineering at Paddle?

As a Director of Engineering at Paddle, you will have numerous growth opportunities, including leading a diverse group of product engineering teams, shaping the technical vision, and improving practices across the organization. Paddle’s commitment to personal development also includes an annual learning fund to support continuous growth.

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What makes the working culture at Paddle unique for a Director of Engineering?

Paddle’s unique working culture is characterized by transparency, collaboration, and respect. As a Director of Engineering, you’ll be part of a diverse team that values every individual’s perspective. With features like unlimited holidays and a commitment to diversity and inclusion, Paddle provides an environment where you can thrive both personally and professionally.

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Common Interview Questions for Director of Engineering
How do you define success as a Director of Engineering?

Success in the role of Director of Engineering can be defined by the team's ability to deliver high-quality software that meets business needs while maintaining a healthy and empowered engineering culture. It also involves aligning your team's objectives with overall company goals and ensuring continuous improvement in processes.

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Can you describe a time when you resolved a conflict within your engineering team?

When resolving conflicts, it's essential to foster open communication and carefully listen to all parties involved. Describe a specific instance where you facilitated a discussion aimed at understanding each perspective, leading to a collaborative solution that reinforced team cohesion.

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What strategies do you use to mentor engineering managers?

Mentoring engineering managers involves a blend of one-on-one coaching and providing constructive feedback. Share your strategies for identifying their development needs, encouraging autonomy, setting challenging goals, and offering support through regular check-ins and tailored resources.

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How do you prioritize projects within your engineering teams?

Prioritization starts with aligning projects to business objectives and stakeholder needs. Discuss your approach to engaging with Product teams to understand requirements, assessing risks, and balancing short-term deliverables with long-term tech strategies.

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How do you promote a culture of technical excellence?

Promoting technical excellence involves establishing high standards, encouraging knowledge sharing, and implementing continuous feedback cycles. You might share specific initiatives such as coding standards, regular code reviews, and team learning sessions that have resulted in improved outcomes and team morale.

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Can you talk about your experience with cross-functional collaboration?

Cross-functional collaboration is crucial for ensuring project success. Share examples of how you've partnered with Product, Sales, and Customer Success teams to align objectives and ensure smooth communication and delivery on complex projects.

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What metrics do you use to measure the success of your teams?

Measuring team success can involve various metrics, such as delivery timelines, code quality, team engagement levels, and customer satisfaction. Discuss how you use these metrics to drive improvements and how you approach analyzing and interpreting them for actionable insights.

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How do you handle hiring and talent retention in your teams?

Hiring and retention involve a proactive approach: crafting clear job descriptions, engaging in thorough interviews, and fostering a strong onboarding process. Discuss your strategies for creating an inclusive environment where employees feel valued and invested in, which boosts both retention and morale.

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What do you believe is the biggest challenge facing engineering teams today?

Engineering teams face various challenges such as rapid technological changes, heightened competition, and the need for continuous delivery. Elaborate on how you foresee addressing these challenges by adapting strategies like embracing agile methodologies and fostering a culture of innovation.

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How do you stay updated with the latest trends in technology and management?

Staying updated involves actively following industry blogs, attending conferences, and engaging in professional networks. Describe specific resources or practices you rely on to enrich your knowledge and apply new insights to your team's workflow.

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Full-time, remote
DATE POSTED
March 26, 2025

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