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Risk Monitoring Analyst

Paddle

Toronto, Canada Remote permanent

Posted: February 2, 2026

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Quick Summary

As a Risk Monitoring Analyst, you will be responsible for monitoring and analyzing payment data to identify potential risks and ensure compliance with regulatory requirements.

Job Description

What do we do?

Paddle offers SaaS 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 Risk Monitoring Analyst you will report into the Risk Team Lead and will work within the Risk Team to help execute Paddle’s Risk Strategy.

This position requires someone who can think outside the box, has a “can do” attitude, has strong risk experience in ecommerce/FinTech/SaaS, and has willingness to learn and adapt in the ever changing world of risk and payments.

Your day-to-day responsibilities will include reviewing alerts generated by our transaction monitoring solutions and other alert systems. You will investigate these alerts, open and conduct investigations into different suppliers, and take appropriate actions to protect Paddle from risk. You will need to be comfortable making decisions (at times based on limited information). For more complex investigations, you will prepare reports with recommendations for the Onboarding and Risk Manager.

Outside of your day-to-day responsibilities, you will be expected to help identify areas for improvement around our risk processes.

This role is based in Toronto, Canada.

What you'll do:

• Investigate alerts generated by our third-party vendors, alert systems, and transaction monitoring solutions

• Conduct complex risk investigations, and escalate instances of fincrime requiring a SAR

• Monitor chargeback data to identify emerging trends and risks

• Work directly with suppliers to proactively resolve risk related flags

• Liaise with external authorities to provide requests for information

• Collaborate with internal teams regarding customer inquiries or Risk related issues

• Make confident judgement calls based on limited information

• Communicate in a clear and concise manner

• Assist with applying Card Scheme rules and global payment legislation

• Support the Onboarding teams with complex cases

• Continuously evaluate and provide feedback to improve risk processes and workflows.

We'd love to hear from you if you are:

• At least 2 years working in Risk or Underwriting (ideally within Merchant Acquiring, E-Commerce, SaaS or a similar role at a FinTech)

• You have experience reviewing web monitoring alerts (for example, EverCompliant, Webshield or G2)

• You have experience reviewing alerts related to chargebacks, transaction-laundering and fraud.

• You are familiar with the specific risks associated with SaaS

• You have experience working with businesses to resolve risk related flags

• You have experience reviewing PEPs & Sanctions alerts

• You put a high value on accuracy and completeness of work

• You have the ability to communicate clearly, sensitively and effectively with customers while investigating suspicious activity

• You have strong data analysis and investigative skills

• You are proactive in learning new processes and procedures, and adapting to changing environments while continuously seeking efficiencies.

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 4 months of paid family leave regardless of gender. 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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