Senior FP&A Analyst in Winnipeg

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.

The role:

Paddle’s FP&A team is at an exciting inflection point. We've built the foundations of our planning infrastructure, and are looking to scale our impact across the business. As a Sr. FP&A Analyst, you will play a pivotal role in bridging the gap between financial insight and commercial execution, reporting into the Director of FP&A. You'll partner with business leaders to translate Paddle’s complex transaction‑based business model into clear strategic recommendations that drive profitable growth and investment efficiency, becoming the interface between finance and the business. This role offers the perfect blend of commercial influence and hands‑on impact, with opportunities to shape major business decisions while building the next evolution of FP&A capability at Paddle.

What you’ll do:

• Commercial Finance & Business Partnering: Build financial partnerships with key stakeholders across the business (e.g. GTM, Operations), becoming a trusted advisor to senior leaders on resource allocation, commercial strategy and investment optimisation for Marketing and Product decisions. Drive insights from Paddle’s key metrics (GMV, take rate, CAC, LTV, NRR, churn) into actionable recommendations that influence business direction. Leverage finance insights to inform finance and business leadership of important risks and opportunities. Support business case development for strategic initiatives such as pricing strategy, market/ product expansion and or new launches. Partner with the Director of FP&A and the VP of Finance to support board‑level reporting and strategic narratives.
• Forecasting & Analysis: Support the evolution of Paddle’s planning models to bridge financial targets with operational execution, enabling our leadership team to translate cross functional insights into faster and better‑informed strategic decisions. Build and deliver management reporting and dashboards that cut through complexity—ensuring finance insights and recommendations are timely, focused, and decision‑oriented. Develop deep expertise in Paddle’s transaction‑based revenue model, bringing visibility to performance across customer segments, geographies, and products. Identify opportunities to optimize unit economics and improve capital efficiency across the business.
• Team Development: Bring fresh perspectives to our KPI framework and support the team in building commercial fluency. Contribute to building a high‑performing, high‑EQ FP&A culture that values clarity, ownership, and collaboration. Represent FP&A in cross‑functional projects, championing data‑driven decision‑making across the organization.

We’d love to hear from you if you:

• Are commercially astute and strategically minded - you can connect financial data to business outcomes, and you're energized by influencing commercial strategy, not just reporting on it.
• Are an exceptional business partner - established in stakeholder management, you can translate complex financial concepts into simple, compelling narratives for non‑finance audiences and build trusted relationships with senior leaders.
• Are technically strong in FP&A fundamentals - proficient in financial modeling, forecasting, and scenario planning, ideally with experience in SaaS, payments, or transaction‑based business models.
• Are comfortable with complexity and ambiguity - you thrive in fast‑paced scale‑up environments where you're flying the plane whilst building it, navigating data quality challenges and evolving tooling.
• Enjoy mentoring others and building capability across the team.
• Are detail‑oriented with strong executive presence - you balance precision and accuracy with the ability to zoom out and present confidently to C‑level stakeholders.
• Believe in doing what you say, to a very high standard, consistently - this is how long term trust is built with the business.

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’re a diverse, growing group of Paddlers who pride ourselves on our transparent, collaborative and respectful culture.
• We live and breathe our values, which are: Paddle Together, Paddle Simply, Paddle for others.
• We offer a full suite of benefits, including attractive salaries, stock options, unlimited holidays, enhanced parental leave, retirement plans, private healthcare and well‑being initiatives.
• 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.

Connecting at Paddle:

We’re a ‘digital-first’ company, which means our Paddlers always have the freedom to choose where, when and how they work within our hub locations. We recognize that where our Paddlers do their best work is unique to them and we provide trust and autonomy for everyone to work in a way that fits them best. We also value the power of connection and have invested in global hubs which help local communities flourish and bring us together for focused collaboration.

Our Paddle hubs: In Europe: UK (London headquarters), Portugal (Lisbon hub), Netherlands and Ireland (Dublin hub). In North America: Austin, TX (USA) and Toronto (Canada).

Our hub philosophy creates an engaging experience for all Paddlers, wherever, whenever and however we choose to work. To support this, we focus hiring within our hubs and will always openly share the available locations for each open position on our job description.