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Engineering Manager (Python)

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:  

Selling online as a software business is a complex process and many components need to work seamlessly to capture revenue and deliver this to sellers. Paddle manages payments so that we can take this burden from our customers. We process millions of payments globally and make thousands of payouts across multiple balance currencies every month. We do all this while ensuring we’re applying and remitting taxes accurately in all jurisdictions.

As the Engineering Manager of our Metrics & Retain product teams, you will be a leader in solving the most interesting technical challenges and opportunities we face across revenue reporting and automated customer retention. You will be instrumental in helping scale and shape an application that works with tens of thousands of companies who provide us with a huge volume of data.

Each Product Engineering team is made up of a Product Manager, Engineering Manager and between 4 - 6 engineers. The teams are set up with a clear area of product ownership along with goals that give them clarity on who they’re building for and the tools to choose how best to do that. These teams are cross-functional by design, with supporting functions such as Design, Data, InfoSec, Platform and Developer Experience to embed the tools, values and expertise where needed to enable the end-to-end delivery of the team’s roadmap.

What you'll do: 

As the team’s leader, you will facilitate the delivery of initiatives to a high standard from initial concept and planning through to rollout, collaborating with engineers and non-technical colleagues. You will:

  • Manage, and coach the engineers in your team so that they develop both personally and professionally, and are able to perform together with impact.

  • Partner with the team’s Product Manager to create a roadmap for success, make sure the team is working in the right way for maximum (and sustainable) impact.

  • Drive improvements to the processes and practices of the team with the autonomy to do what you think is right and change what isn’t working.

  • Have oversight of the technical decisions being made in your team, and responsibility for the technical strategy within the product area that the team owns. The Engineering Manager role at Paddle is a technical role, although we do not expect you to be contributing code.

  • Contribute to the role of metrics within the wider data strategy of Paddle

  • Help to continuously improve the reliability and scalability of Paddle’s high-traffic event-driven system.

  • Work with our other leaders across Engineering, contributing to the department's engineering principles and practices to build an industry-leading organisation.

We'd love to hear from you if you:

  • Have experience with Python

  • Have a passion for developing people and bring at least 1 year of management experience with several direct reports.

  • Have at least 5 years of experience as a senior software engineer, working on complex, large-scale, cloud-based systems.

  • Have worked within a team that operated with data pipelines and / or data analysis

  • Have a strong and demonstrable understanding of what it means to be a high-performing and sustainable engineering team.

  • Have excellent written and verbal communication skills, and are comfortable leading technical discussions with engineers and non-technical colleagues.

  • Are excited by, and have specific experience in, building products that handle payments, transfers, and financial reconciliation.

  • Are someone that enjoys getting into the details and understanding the mechanics of money movements.

  • Are comfortable working closely with financial, risk, and legal stakeholders, ensuring systems are reliable, compliant, and can scale.

  • Are proactive and enjoy taking ownership, but self-aware and always open to improving and pushing on how you can get better.

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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What You Should Know About Engineering Manager (Python), Paddle

Join Paddle as an Engineering Manager (Python) and help us revolutionize the payment infrastructure for digital product companies. In this crucial role, you'll lead the Metrics & Retain product teams, guiding engineers through exciting technical challenges that aim at enhancing revenue reporting and automated customer retention. With your passion for people development, you'll mentor your team to reach their highest potential, ensuring they deliver high-quality initiatives from concept to rollout. You’ll collaborate closely with the Product Manager to create a successful roadmap and drive meaningful improvements in team processes and practices. Your experience with Python will empower you to oversee critical technical decisions while contributing to Paddle's wider data strategy. You’ll also join forces with other engineering leaders to elevate our organization's standards and ensure we remain industry-leading. Paddle fosters a unique culture of inclusivity and celebrates every individual’s perspective. Emphasizing a strong work-life balance, we provide a flexible, remote-first work environment and a suite of benefits that include unlimited holidays and professional development opportunities. If you're excited about shaping the future of our payment systems in a high-impact team, we want to hear from you!

Frequently Asked Questions (FAQs) for Engineering Manager (Python) Role at Paddle
What responsibilities does the Engineering Manager (Python) at Paddle have?

The Engineering Manager (Python) at Paddle is responsible for leading the Metrics & Retain product teams, overseeing technical strategy, and facilitating high-standard project delivery. You'll manage and coach engineers, collaborate with Product Managers to define roadmaps, and drive continuous improvements in team processes. This role requires you to maintain a focus on building sustainable engineering practices and contribute to Paddle's broader data strategy.

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What qualifications does Paddle expect from applicants for the Engineering Manager (Python) role?

Applicants for the Engineering Manager (Python) position at Paddle should possess at least 5 years of experience as a senior software engineer with a solid understanding of Python. You should bring at least 1 year of management experience as well as experience in cloud-based systems and data pipelines. Excellent communication skills and a passion for developing people are essential to thrive in this role.

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How does collaboration work within the Engineering teams at Paddle?

Collaboration is key within Paddle's Engineering teams. Each team consists of a Product Manager, an Engineering Manager, and a group of engineers working together toward a common goal. Teams are cross-functional, partnered with Design, Data, InfoSec, and other areas to ensure seamless end-to-end delivery. You'll participate in technical discussions with both engineers and non-technical colleagues, fostering a collaborative environment.

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What is Paddle's approach to diversity and inclusion for the Engineering Manager (Python) role?

Paddle is committed to diversity and inclusion and actively seeks candidates for the Engineering Manager (Python) role from various backgrounds. The company celebrates unique perspectives and encourages applicants who may not meet all requirements to apply. Paddle aims to support individuals throughout the application process and foster an environment where everyone can be their authentic selves.

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What benefits does Paddle offer its Engineering Manager (Python) employees?

Paddle offers an attractive benefits package for its Engineering Manager (Python) employees, including competitive salaries, stock options, retirement plans, and private healthcare. Employees also enjoy unlimited holidays, flexible working arrangements, and opportunities for personal development through challenges and training resources.

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Common Interview Questions for Engineering Manager (Python)
What is your experience with Python in large-scale applications?

When answering this question, emphasize specific projects where you've utilized Python. Discuss the scale of the applications, the challenges faced, and your approach to problem-solving. Highlight any relevant frameworks or tools you've employed to enhance performance or reliability.

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How do you ensure effective team collaboration in a cross-functional environment?

Discuss your strategies for fostering collaboration, such as facilitating regular check-ins or utilizing collaborative tools. Share experiences where your approach led to successful project outcomes and helped strengthen team relationships among engineers, product managers, and designers.

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Can you describe your management style and how it aligns with developing engineering talent?

Highlight your management style, whether it's hands-on or delegative, and provide examples of how you've coached team members to achieve personal and professional growth. Discuss the importance of creating an environment that encourages open communication and feedback.

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What is your approach to handling technical decision-making within your team?

Explain how you involve both your engineers and the Product Manager in technical discussions. Share how you prioritize the team's input while ensuring alignment with overall business goals and technical feasibility.

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How would you manage underperformance in your team?

Address the importance of early detection of underperformance and open dialogue with team members. Provide an example of how you've handled such situations constructively, focusing on setting improvement plans and regular follow-ups to support progress.

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What steps would you take to improve a team's development processes?

Share a systematic approach, such as gathering feedback from the team, analyzing current workflows, and implementing agile methodologies. The emphasis should be on experimental changes and iterating based on results to ensure continuous improvement.

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How do you stay updated on industry trends related to payments and financial technology?

Describe the resources you use, such as industry blogs, conferences, or networking groups. Mention any relevant communities you engage with to expand your knowledge and how staying informed helps in making strategic decisions for your team.

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What challenges have you faced in scaling engineering solutions and how did you overcome them?

Share specific challenges, like system performance, team growth, or process bottlenecks. Explain the actions you took to address these issues, such as investing in robust architecture or implementing new tools or methodologies to facilitate growth.

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How would you handle tight deadlines while maintaining quality in project deliverables?

Discuss the balance between speed and quality. Mention prioritization methods such as MVP (Minimum Viable Product) development, clearly defining scope, and ensuring regular testing. Emphasize collaboration and communication to keep the project on track.

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Why do you want to work at Paddle as an Engineering Manager (Python)?

Reflect on Paddle's mission and values that resonate with you, such as their commitment to inclusion and innovation in payment solutions. Share how your goals align with the company’s vision and how you can contribute to its growth and success.

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Full-time, remote
DATE POSTED
April 18, 2025

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