Bookkeeper

We’re looking for a full-time Bookkeeper with a passion for technology, healthcare innovation, and fast-paced entrepreneurial environments. You’ll play a key role in supporting our mission to transform the Canadian healthcare experience through a modern digital pharmacy model. As Phoenix’s Bookkeeper, you will help maintain accurate and timely financial information that supports data-driven decision-making across our growing organization.

You’ll partner closely with Operations to ensure financial data flows accurately across pharmacy activities, inventory, payment systems, and accounting. This alignment supports precise reconciliations, timely reporting, and smooth execution of payroll, AP/AR, and inventory bookkeeping. You’ll also manage bookkeeping for multiple related entities, ensuring proper intercompany accounting and reconciliations that strengthen consolidated financial visibility.

• Perform full-cycle bookkeeping on QuickBooks Online.

• Maintain the general ledger, ensuring accurate and timely recording of all financial transactions for multiple entities.

• Reconcile bank accounts, payment processors, and internal pharmacy systems.

• Support payroll processing through an external payroll provider.

• Prepare monthly reconciliations and continuities for all balance sheet accounts and key P&L accounts, including variance analyses and preparation of monthly working papers per entity, along with supporting schedules.

• Prepare and file payroll and sales tax remittances.

• Manage accounts payable and accounts receivable, ensuring prompt follow-up and accurate reporting.

• Assist with inventory-related bookkeeping for pharmacy products, including COGS tracking.

• Develop, refine, and maintain internal financial processes and policies, ensuring compliance within a regulated healthcare environment.

• Collaborate closely with team members to support efficient and aligned financial operations.

• Manage bookkeeping across multiple entities, including inter-company transactions, reconciliations, and support for consolidated reporting.

• A minimum of 5 years of experience as a bookkeeper.

• Experience using QuickBooks Online.

• Experience using Float and Plooto are a plus.

• Strong understanding of accrual accounting and reconciliation best practices.

• Experience managing multi-entity bookkeeping or inter-company accounting (an asset).

• Experience with inventory accounting.

• Canadian payroll experience (payroll certification is an asset but not required).

• Excellent communication skills.

• Strong organizational skills and comfort interacting with internal stakeholders.

• A high degree of professionalism and discretion — critical when working with sensitive health-related information.

• Exceptional time management and the ability to prioritize effectively in a dynamic environment.

• Strong attention to detail and the ability to maintain accuracy under pressure.

• A proactive, solution-oriented approach and strong judgment.

• Ability to work both independently and as part of a close-knit on-site team.

• A Rewarding Mission: Through our asynchronous care model, Phoenix is reimagining patient-centric care for Canadians across the country by making diagnoses and treatment delivery faster, more accessible, and completely discreet.

• Impact & Autonomy: You’ll work directly with passionate, experienced leaders who’ve seen the ups and downs of building a business and genuinely care about your growth. You won’t just execute — you’ll help shape the future of Phoenix and Raven.

• Collaborative In-Office Culture: Based in the heart of downtown Toronto, our HQ team comes together on-site five days a week to build fast and push what’s possible. We love the fast feedback loops, spontaneous brainstorms, and actually knowing the people we work with. Bonus points if you’re into the occasional foosball tournament or have strong opinions about the best lunch spot in the neighbourhood.

• Competitive Pay, Real Benefits: Our compensation bands are backed by real market data, so offers are competitive and fair. Our benefits package includes standard healthcare coverage, a remote-first holiday season, and holistic wellbeing support — such as a wellbeing allowance and flexible additional time off to care for loved ones, support mental health, observe meaningful religious and cultural holidays, or when life just happens.

Phoenix is an Equal Opportunity Employer. In accordance with the Accessibility for Ontarians with Disabilities Act, 2005 and the Ontario Human Rights Code, Phoenix will provide accommodations to applicants with disabilities throughout the recruitment, selection, and/or assessment process. If selected to participate in the recruitment, selection, and/or assessment process, please inform Human Resources staff of the nature of any accommodation(s) that you may require.

Phoenix uses artificial intelligence (AI) to help review applications and screen resumes during the early stages of our hiring process. These tools assist our recruitment team, and all final hiring decisions are made by real people — not by automated systems.

Thank you for your interest in joining the Phoenix team! While we are lucky to attract a high level of interest in each of our roles, only candidates selected for an interview will be contacted.