Fintech Operations Lead

Jobber

3d•CA$121,000 - CA$163,600

About The Position

Jobber is looking for a dynamic and experienced Fintech Operations Lead to own two critical pillars of our fintech business: bookkeeping operations and capital operations. This role is central to how Jobber scales its fintech business responsibly, and the person who takes it on will shape not just the processes but help build the business. This is a rare opportunity to build from the ground up in a high-growth fintech environment. We're looking for a self-starter who sets the standard through their own work, cultivates relationships, and is genuinely energized by turning complex operational problems into clean, repeatable systems. You have a bias toward action, data and automation, you're comfortable with AI tools, you know how to hold multiple workstreams without anything slipping through the cracks. You can work cross functionally.

Requirements

Strong working knowledge of compliance operations including KYC/KYB, AML/ATF, and PCI DSS, ideally across both Canada and the US.
Hands-on experience with bookkeeping or financial operations, including reconciliation and close collaboration with Finance on ledger accuracy.
Familiarity with lending or capital products and how loan disbursement, repayment, and delinquency workflows operate in practice.
A data-first mindset with practical SQL/Python or analytics skills and comfort building and interpreting operational dashboards.
Familiarity with credit risk management, being comfortable with concepts such as credit exposure, probability of default, loss at default etc.
A genuine track record of using AI tools to improve output and operational efficiency, and enthusiasm for pushing this further.
Demonstrated ability to build policy, process, and controls from scratch in a fast-moving environment.
Strong project management skills with the ability to manage multiple workstreams simultaneously.
Familiarity with operational tooling such as Jira, Asana, Salesforce etc.
A willingness to possibly lead people in the future as the business grows.
Bachelor's degree in a relevant field (Business, Finance or similar) is required.

Nice To Haves

Advanced certifications or degrees add bonus points.

Responsibilities

Build and lead the operational foundation for Jobber's bookkeeping product, supporting customers day-to-day through customer support, issue escalation, and vendor support, while also designing the processes and systems that allow the operation to scale.
Run the operational backbone of Jobber's lending products, covering the end-to-end lifecycle of merchant loan activity and ensuring the operational infrastructure scales with product growth.
Build and own the reporting that gives leadership real-time visibility into capital performance and bookkeeping health, including writing queries, interpreting results, and surfacing key insights.
Actively use AI tools to cut down on manual work and improve output quality, and build that same orientation into your team's day-to-day.
Design and document the policies, controls, and standard operating procedures that underpin areas of ownership, reducing key-person risk, enabling scale, and ensuring regulatory compliance.
Partner closely with Support, Legal, Finance, Product, Analytics and Engineering to ensure compliance and operational requirements are embedded early.
Communicate clearly across functions and translate complex regulatory or operational constraints into practical guidance.