Payment Operations Lead

About Loop

Loop is a fast-growing Fin Tech high growth startup that enables businesses to seamlessly manage money around the world so our clients can access more markets, accelerate their growth and simplify their operations with the only truly cross-border banking platform. Loop is enabling the next generation of businesses to thrive around the world and we are looking for ambitious people to join our mission.

Hi, I'm Yan, Head of Engineering at Loop, and I'm hiring our first Payment Operations Lead to own, scale, and modernize the core engine that moves our customers' money.

This is a senior, hands‑on role. You won't be sitting on top of a team handing out work — you'll be the person who knows our settlement flows better than anyone, who can pull the SQL, reconcile the variance, get on the phone with the bank, and write the SOP. You'll set the strategy and execute it, and over time you'll build the team underneath you.

This role is an onsite position at our downtown Toronto office (Bay and Bloor).

Loop moves money across borders, currencies, banking partners, and card networks every day. As we scale, payment operations becomes one of the most important and least forgiving functions in the company. A reconciliation that drifts, a settlement that fails silently, a chargeback queue that grows unattended: these are the things that erode customer trust and burn cash.

You'll own that function end-to-end. You'll be accountable for making sure every dollar of customer money moves accurately, on time, and under controls we'd be proud to show an auditor or a regulator. And you'll be the person who turns today's manual workflows into the automated, observable, well‑instrumented operation Loop needs at 10x our current volume.

You'll report directly to me (Yan, Head of Engineering) and work shoulder-to-shoulder with Dave (Head of Finance), our Product and Engineering teams, Customer Support, and our banking and processor partners.

• Own daily execution of payment settlements across internal accounts, banking partners, network providers, and customers — the buck stops with you.
• Investigate and resolve payment exceptions, failures, and returns yourself; build the playbooks and tooling so the next person can resolve them faster.
• Forecast and monitor liquidity and projected settlement volumes; make sure we always have the right funds in the right account at the right time.
• Own the chargeback process end-to-end: dispute handling, ledger impact, and root‑cause analysis (customer‑facing communication stays with Customer Support).
• Be the primary operational point of contact for banking partners and payment processors — the person they call, and the person who calls them.
• Set the bar for what "timely, accurate, and compliant customer money movement" means at Loop, and hold the org to it.

• Run daily three‑way reconciliations between internal ledgers, processor reports, and bank statements. Find variances. Resolve them. Document the fix.
• Design and operate the internal controls that safeguard company and customer funds — and tighten them as we grow.
• Produce the weekly and monthly operational reports, KPIs, and dashboards the executive team relies on to understand the health of the business.
• Partner with Finance on month‑end close: transaction fee journals, operational balance reconciliations, and anything else that touches the ledger.
• Be the operational point person for audits, bank reviews, and information requests from external stakeholders that are related to our ledgers and money movement.

• Build (and continually rewrite) the SOPs for every payment workflow we run. If it's not written down, it doesn't exist.
• Hunt down manual inefficiencies and partner directly with Engineering, Data, and Product to automate them — write the spec, validate the build, sign off on the rollout.
• Approving the design of new payment features and operational tools; your job is to make sure they actually work in production for real customers, not just on the happy path.
• Set the roadmap for…