Payments Operations Analyst - US/CAN

Company Overview

TRAILD is a high-growth SaaS company that Streamlines, Automates and Protects Accounts Payable.

Just as your bank provides always on risk protection for your credit card, TRAILD provides a similar level of security to help businesses protect their B2B payments from fraud, errors and mistakes.

Our specialised Accounts Payable software integrates with leading business ERP systems like SYSPRO, Acumatica, MYOB, and IFS to help clients make their AP process more streamlined, automated and secure.

We have a rapidly growing client base, so you are about to board the rocket ship at the right time. This is an opportunity to make a real impact and with your help we can support more businesses digitise their existing operations with enhanced automation and security.

Hear how TRAILD customers speak about us here. 

The Role: Want to be a part of our exciting growth journey?

As a Payment Operations Analyst at TRAILD, you’ll play a key role in the daily execution and support of our payment operations. Your focus will be on ensuring accurate and timely processing of transactions, supporting payment partner relationships, and handling exceptions that arise across domestic and international payment rails.

You’ll work closely with banking and payment service providers (PSPs) to meet SLAs, support onboarding and account setup, and manage operational issues such as payment failures or delays. This role is ideal for someone who is highly detail-oriented, thrives in a fast-paced environment, and is comfortable diving into the operational intricacies of financial systems.

Key Responsibilities

• Payment Execution & Monitoring: Process and monitor day-to-day domestic and international transactions (e.g. NPP, SWIFT, SEPA, ACH), including outgoing payments, direct debits, and internal settlements for TRAILD Pay.

• Onboarding & Account Setup Support: Assist in the onboarding process with new PSPs and banking partners, including documentation, account configuration, and testing to ensure operational readiness.

• Issue Resolution & Exception Handling: Investigate and resolve payment failures, settlement exceptions, and reconciliation issues; resubmit failed transactions as needed to ensure service continuity.

• Process Support: Assist in identifying operational inefficiencies and contribute ideas to improve automation, reduce risk, and enhance scalability - working closely with team leads or stakeholders to implement changes.

• Partner Coordination: Liaise with PSPs and banks to ensure timely resolution of issues, adherence to cut-off times, and SLA performance; follow up on escalated service problems and support day-to-day operations.

• Compliance & Controls: Ensure daily activities align with internal policies and regulatory requirements; contribute to audit support and reporting obligations.

• Reporting & Tracking: Maintain accurate operational records and assist in producing reports and dashboards related to transaction volumes, failure rates, SLAs, and exception trends.

Qualifications & Experience

• 2–4 years of experience in payment operations, fintech, treasury, or banking.

• Strong understanding of payment systems and global settlement networks (e.g. SWIFT, SEPA, NPP, ACH).

• Detail-oriented with strong problem-solving skills - especially in investigating payment issues and operational exceptions.

• Experience working with PSPs, core banking systems, or payment processing platforms.

• Effective communicator, comfortable collaborating with cross-functional teams (Product, Compliance, Customer Support).

• Thrives in a dynamic, high-growth environment with evolving processes and responsibilities.

• (Bonus): Familiarity with tools such as Excel, SQL, Looker, Snowflake, or Tableau.

• Strong collaborator with an attitude embracing growth, hands-on execution, adaptability, and the scale-up spirit. 

The Perks of Working at TRAILD 

• Flexible Work Options: Work remote, hybrid, or somewhere in between — your call. 

• Global Team: Collaborate with brilliant minds from APAC to EMEA and everywhere in between. 

• Rocket Ship Growth: It’s a wild ride — hang on tight and grow with us. 

• Team Vibes: Our eNPS score of 78 says it all — we actually love it here. 

Please note that the final applicants for this job will be asked to consent in writing to a police check / criminal background check to the extent permitted by law in your jurisdiction of employment 

The base salary range for this position is:

• U.S. Candidates: USD $110,000 - 150,000 per year

• Canadian Candidates: CAD $90,000– $120,000 per year

Compensation is determined based on experience, education, and geographic location. The final offer may vary within the stated range to reflect the candidate’s qualifications and market conditions in their area.

115-120K CAD