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Digitail

Financial Controller

On site

Toronto, Canada

Junior

Full Time

19-12-2025

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Skills

Communication Leadership Problem Solving HubSpot Stripe Attention to detail Coaching Autonomy Process Improvement Accounting Analytical Thinking

Job Specifications

About Digitail

Digitail is on a mission to transform the veterinary profession with smart, customer-driven technology. We’re building the all-in-one operating system for animal hospitals - simplifying everything from client communication and patient care to scheduling and billing. Having just closed a Series B fundraise, we’re entering an exciting new chapter of growth and innovation.

We’re seeking a Financial Controller to help us scale and strengthen our internal financial operations as we grow. This is a key cross-functional role that sits at the intersection of finance, ops, and systems - ideal for someone highly analytical, detail-oriented, and excited to build scalable processes in a fast-moving SaaS startup.

About the Role

As a Financial Controller, you’ll own, operate, and continuously improve core finance processes like billing, collections, financial reporting, and reconciliation. You’ll work closely with our VP Finance, internal stakeholders, and external accounting partners to ensure timely and accurate financial data that drives key business decisions.

This role is both strategic and operational - you’ll zoom in on details (invoices, reconciliations, data clean-up) and zoom out to improve systems (automation, dashboards, process design). A successful person in this role will help us move from reactive to proactive finance operations.

Responsibilities
Billing & Revenue Operations: Manage end-to-end customer billing, Accounts Receivable follow-ups, and process automation, occasionally coordinating with Customer Success to resolve client billing issues.
Financial Reporting & Reconciliation: support monthly reporting, reconciliations with external accountants, and ad hoc financial analysis & adjustments with leadership. Experience with multi-national entities accounting would be an asset.
Systems & Process Improvement: Lead scalable tooling and process enhancements across finance ops, with a focus on documentation and data quality.
Compliance & Tax Filing: Lead the annual audit and tax filing process with external accountants. Ensure we are compliant with all government requirements across multiple nationalities

About You
2–4 years of experience: you’ve spent time in the trenches of financial ops, accounting, or FP&A, ideally in a startup or SaaS environment, and know what good looks like
High attention to detail: you notice when numbers don’t line up, spot formatting quirks in reports, and make sure everything ties out cleanly before it goes out
Tool experience: you’re fluent in tools like Stripe, QuickBooks, Google Sheets, Notion, and HubSpot (or similar!) and can troubleshoot without needing a how-to guide
Analytical thinking & problem solving: when revenue doesn’t reconcile or a report looks off, you break it down logically and spot where things went wrong
Worked with accounting teams: you know how to package information clearly and anticipate what external accountants or auditors will ask for
High initiative: you’re proactive, ask questions when needed, and keep things moving without hand-holding
Ownership mindset: you’re excited by the chance to take real ownership - when you see something that could work better, you run with it and make a visible impact
Continuous improvement mindset: you enjoy bringing structure to messy workflows, untangling unclear handoffs, and making things run smoother for everyone involved
Bonus – automation & systems: maybe you’ve set up a Zapier flow, helped roll out a new finance tool, or figured out how to streamline cross-border invoices

Why Join Digitail
Growth: Join a fast-growing, mission-driven SaaS startup improving the lives of veterinarians and pet parents
Impact: you’ll have the autonomy to take initiative, drive meaningful change, and grow by doing - without layers of bureaucracy slowing you down
Compensation: competitive salary and equity package, flexible to your preferences (i.e., optimize for PTO, salary, or equity)
Hybrid Work: we’ve transitioned from fully-remote to a hybrid model, giving team members the chance to collaborate in-person at least three days a week from one of our hubs:  Toronto,  London, or  Iași & Bucharest

Compensation & Benefits
Salary between $110-130K, in line with level of experience
Stock options in a high-growth, VC-backed Series B SaaS startup!
Learning budget of USD $1,000/yr and coaching from industry professionals in our VC network
Equipment including a Macbook and a USD $300 workstation stipend

About the Company

Helping thousands of veterinary professionals get home on time. The first cloud-based Practice Information Management Software (PIMS) with built-in AI capabilities, Digitail consolidated multiple tools into a single solution, allowing your team to manage operations from any location. Automating routine administrative tasks like client intake and records to reduce your staff's workload to increase employee satisfaction and retention while letting them focus on what they do best--providing exceptional care. At the same time, t... Know more