Do you want to build the risk and analytics engine behind financial products that help hundreds of thousands of small businesses stay in business longer? Director, FinTech & Risk Analytics Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology.

With Jobber they can quote, schedule, invoice, and collect payments from their customers while providing an easy and professional customer experience. Running a small business today isn’t like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more. Our culture of transparency, inclusivity, collaboration, and innovation has been recognized by Great Place to Work, Canada’s Most Admired Corporate Cultures, and more.

With an Executive team that has over thirty years of industry experience of leading the way, we’ve come a long way from our first customer in 2011—but we’ve just scratched the surface of what we want to accomplish for our customers. team is the intelligence engine behind some of Jobber's most critical business decisions — and the FinTech business is where that intelligence matters most. Our FinTech team is one of the most strategically important and fastest‑growing parts of Jobber. We help small businesses get paid, access capital, understand their financial health, and ultimately stay in business longer.

The future of financial services is embedded, and we’re still early — small businesses increasingly rely on vertical SaaS platforms like Jobber not just to run their operations, but to manage their money. As that portfolio grows across payments, capital lending, and consumer financing, our analysts and data scientists work at the heart of the company — partnering with product, finance, and executive leadership to build the analytics infrastructure, risk frameworks, and AI‑powered capabilities that will define how we scale responsibly and profitably. Director, Fintech & Risk Analytics will lead the analytics function at the intersection of Jobber’s financial services products and risk management practice.

VP of Analytics & Insights , this role is responsible for building and leading a team of seven analysts, developing rigorous portfolio and risk analytics capabilities, and designing data‑driven strategies that improve the performance and safety of Jobber’s FinTech products. This leader will be equally adept at translating complex financial modeling into actionable business strategy,



championing AI‑powered approaches to risk and decision‑making, and serving as a trusted partner to Fintech product, Finance, and executive leadership. Define and execute the FinTech & Risk Analytics roadmap, partnering with FinTech leadership to co‑own product impact and P&L; growth — translating business objectives into analytics use cases that drive measurable improvements in revenue, margin, and risk‑adjusted returns.

Design and implement portfolio risk models using IFRS 9 methodologies (PD, LGD, EAD, ECL staging), build scenario‑based loss forecasting models, and govern risk rating frameworks that inform underwriting standards, provisioning, and capital planning. Build integrated, data‑driven strategies that connect SaaS engagement signals (NRR, DAU/WAU/MAU) with FinTech KPIs — establishing a test‑and‑learn culture through structured experimentation and partnering with Data Science on ML‑based approaches like credit scoring and propensity models. Champion the adoption of AI and machine learning across FinTech and Risk Analytics — identifying opportunities to replace rules‑based processes with intelligent decisioning in areas like real‑time underwriting, fraud detection, and collections optimization.

Lead, coach, and develop a team of seven analytics professionals, fostering a high‑performance culture built on intellectual rigor and continuous improvement, while managing capacity and prioritization across strategic initiatives and day‑to‑day demands. Act as the primary analytics partner to FinTech product leads, Finance, and executive stakeholders — communicating complex financial and risk insights with clarity across both technical and non‑technical audiences. Extensive experience in analytics, risk management, or financial services, with a proven track record leading and growing analytics or data science teams.

Deep expertise in portfolio risk modeling, including hands‑on experience applying IFRS 9 frameworks (PD, LGD, EAD, ECL staging) in a financial services or FinTech environment, and robust command of ROA/ROE and yield management frameworks. Past experience designing data‑driven credit strategies — including credit line management, loan underwriting,



and deposit or savings product analytics — alongside familiarity with SaaS‑based FinTech products such as payment processing and lending. A demonstrated track record as an AI advocate and change agent, with experience leading or accelerating the adoption of machine learning or AI‑powered decision systems in a risk or financial services context.

Strong proficiency in analytical tools (SQL, Python, or R) and modern data stacks (e.g., Snowflake, dbt, Databricks), comfortable working across both raw financial data and curated semantic layers. The ability to translate complex quantitative findings into clear, compelling strategic narratives for executive and non‑technical audiences alike. A bachelor's degree in a quantitative discipline (Mathematics, Statistics, Economics, Finance, or Engineering); a graduate degree (MBA, MSc, or equivalent) is an asset.

We design our compensation to reflect each new hire’s skills, experience against the complexity of the role, ensuring a fair and competitive salary. Our range is intentionally broad to support growth and long‑term impact, with fully established hires typically starting around the midpoint. Base salary is just one part of a total compensation package that will include equity rewards, annual stipends for health and wellness, retirement savings matching, and an extended health package with fully paid premiums for body and mind.

You’ll have access to a dedicated talent development program that includes career coaching and opportunities for career development. A dedicated Talent Development team and access to coaching, learning, and leadership programs to help you grow your career, reach your goals, and unlock your full potential. To work with a group of people who are humble, supportive, and give a sh*t about our customers.

Equity, health, and other benefits

We believe that diverse teams perform better and that fostering an inclusive work environment is a key part of growing a successful team. We are an equal opportunity employer, and we are committed to working with applicants requesting accommodation at any stage of the hiring process. Job by job, we’re transforming the way service is delivered.

Your lawn care provider, home cleaning service, plumber or painter could use Jobber to better connect with their customers, save time in the office, invoice faster, and get paid! We’re bringing tens of thousands of people together with technology to deliver billions of dollars a year in services to happy customers. Jobber exists to help make these small businesses successful, and when they’re successful we all win! #

📌 Director, Fintech & Risk Analytics (Toronto)
🏢 Jobber
📍 Toronto