Who you are

• If you're a forward-thinking accountant who enjoys solving complex data puzzles and designing smart, scalable processes — this role is a rare opportunity to own a core accounting function with massive scope and visibility
• Bachelor’s degree in Accounting, Finance, or a related field
• 3+ years of experience in operational accounting, reconciliation, payment operations, or related roles
• Familiarity with high-volume transaction environments and reconciliation tools (Modern Treasury experience strongly preferred)
• Strong working knowledge of ASPE (or similar frameworks)
• Proven ability to work with large datasets (e.g. Excel, SQL) and cross-functional stakeholders
• Meticulously detail-oriented with strong analytical, documentation, and problem-solving skills
• Comfortable operating independently in a fast-moving, lightly structured environment
• Experience in fintech, payments, or B2B SaaS companies
• Understanding of ACH, wires, cheques, card networks, or real-time payment rails
• Experience working with ERPs, databases, and payment processors (e.g., Adyen)
• Exposure to defining accounting logic for software-driven financial products
• Relentless attention to detail and strong ownership of outcomes
• Curiosity and tenacity to get to the “why” behind issues
• Comfort navigating ambiguity and building structure from scratch
• Passion for scalable process design and automation
• Confidence working across accounting, data, systems, and cross-functional teams
• Ability to juggle multiple priorities while maintaining strong follow-through

What the job involves

• We’re hiring a Senior Accountant to own the accounting and reconciliation of trust accounts at Plooto
• This is a high-impact individual contributor role and a key addition to our growing accounting team
• You’ll report to the Director of Accounting and work alongside our corporate Accounting Manager — each of you leading distinct, critical domains: one focused on corporate financials, the other on customer funds
• You’ll be the sole owner of trust accounting operations, ensuring customer fund flows are recorded, reconciled, and reported with accuracy and scale
• This is not a back-office role — you'll work daily at the intersection of accounting, systems, and data
• Recording journal entries related to customer fund flows in the ERP
• Investigating reconciliation discrepancies flagged by Modern Treasury
• Partnering cross-functionally with Product, Engineering, banks, and processors to identify root causes and implement long-term fixes
• Leading the design and implementation of accounting logic for new products and features to ensure accurate and scalable reconciliation and reporting
• Each month, you’ll close the trust books, reconcile due to/from corporate accounts, and report on payment losses and recoveries
• You’ll play a foundational role in ensuring that our trust accounting is audit-ready, compliant, and scalable as the business grows
• Trust Accounting & Controls
• Own end-to-end accounting and reconciliation of customer funds across payment processors, banks, and internal systems, ensuring documentation meet accounting policy and audit standards
• Record daily journal entries in the ERP reflecting trust-related receivables, payables, liabilities, and cash positions
• Ensure ERP balances are reconciled and fully supported by transaction-level data from Modern Treasury
• Maintain and reconcile Due To / Due From accounts between trust and corporate ledgers, ensuring clear, accurate, and auditable separation between corporate and trust funds
• Perform monthly close of the trust books, including financial reporting and documentation
• Assist in developing internal controls and process improvements to reduce exception volume over time
• Support the preparation of reconciliation reports and dashboards
• Exception Management
• Investigate transaction exceptions (e.g. failed settlements, chargebacks, duplicate payments) flagged in Modern Treasury
• Identify appropriate resolution paths and assign action items to internal / external stakeholders
• Partner with external stakeholders (banks, payment processors) and internal teams (Engineering, Product) to resolve exceptions
• Maintain audit-ready documentation of exception cases, including resolution timelines, decisions, and outcomes
• Root Cause Analysis & Continuous Improvement
• Identify patterns or recurring issues in exception data and escalate systemic root causes
• Document and escalate root causes to cross-functional teams (e.g., Engineering, Product) as needed
• Track fixes through their development and deployment cycles with Engineering
• Collaborate with Product to define journal entry logic and reconciliation requirements for new feature launches
• Validate and confirm that long-term fixes are successfully implemented
• Recommend and implement process improvements to reduce manual journal entries, exception handling, and improve reconciliation processes
• Cross-Functional Collaboration
• Serve as the accounting subject-matter expert for new product offerings, ensuring reconciliation processes, accounting treatment, and controls are designed and implemented to support scalability and accuracy
• Support internal knowledge sharing with clear documentation of exception types, resolution flows, and accounting logic
• Prepare and present updates to leadership on exception volumes, resolution SLAs, and systemic improvements
• Contribute to financial and regulatory audits by ensuring trust-related documentation is accurate, complete, and up to date

Benefits

• Health & dental plans - Includes 100% coverage of prescriptions and $2,000 for paramedical care (like massage therapists, and chiropractors)
• Mindfulness apps - Full subscriptions to meditation apps (including Calm, Headspace, and 10% Happier)
• Work/life balance - Flexible work-from-home policies, generous general leave options, and a home office stipend
• Team building - Regular social events, including catered lunches, live and virtual coffee chats, and after-work socials
• Career building - Opportunities for training and professional development, plus access to industry events in the Toronto tech community