Careers

The Jilly Box is a purpose-led quarterly lifestyle subscription box and eCommerce platform. We are B Corp certified and one of Canada’s 2026 Top Small and Medium Employers. Our mission is to create opportunities for women-owned and equity-deserving small businesses to grow and thrive, and for women and families to experience joy through products that matter.

We are seeking a detail-oriented, adaptable Financial Controller to cover a maternity leave across The Jilly Box and the broader Jillian Harris group of companies. This is a rare opportunity to work across a dynamic, multi-brand, founder-led environment and to be a trusted financial partner to leadership during a period of strategic growth.

About the Companies

This role supports a family of purpose-driven, founder-led businesses:

• The Jilly Box Inc: Quarterly subscription box and eCommerce Market
• Jillian Harris Design Inc.: Influencer content and brand collaborations
• JJLA Farms: A truffle farm, with a subdivision for a house build and a potential future wedding venue
• JJLA Properties: Previously an Airbnb, now a long-term rental unit
• You will also support the group’s holding, and family trust entities, giving you exposure to an unusually broad and interesting mix of operations.

The Opportunity

The Controller role is widely varied day to day with a mix of meetings, financial reporting, tax compliance, and project work. Projects might include data analysis, managerial accounting, or strategic thinking for new efficiencies and initiatives. A typical day could start with month-end tasks in the morning to forward-thinking financial analysis and ongoing projects in the afternoon.

Approximately 65% of your time supports The Jilly Box Inc., covering the full accounting cycle, inventory, cost accounting, and compliance. The remaining 35% supports the Jillian Harris group, covering group reporting, property and farm management, investment portfolio oversight, and personal/business expense analysis.

Your Team & Who You’ll Report To

You’ll be part of a close-knit finance team of three to four: a Senior Accountant (your direct report), a full-time contractor Bookkeeper (your direct report),. Your manager will initially be our Director of Finance. When our CFO returns from her own leave in the new year, you will transition to reporting to her.

Key Responsibilities

The Jilly Box (65% of your time)

Accounting & Month-End

• Own the full AP and revenue cycle: supplier invoices, pay runs, reimbursements, vendor approvals, and revenue reconciliations with accurate tax and coding
• Review payroll and taxable benefits, prepare Records of Employment, and complete month-end close (Balance Sheet and P&L with insight on deviations)
• Review bank, credit card, PayPal, and intercompany reconciliations and billing

Inventory & Cost Accounting

• Maintain inventory tracking and monthly reconciliations, ensuring accurate syncing between Cin7 and QBO; reconcile consignment and report to vendors
• Analyze profit margins by seasonal/niche box, sales initiatives, and The Market; support Open to Buys, cashflow forecasts, and the year-end inventory count

Budgeting, Modelling & Compliance

• Support the annual budget and departmental reporting; provide ad-hoc strategic modelling, including the fulfillment strategy decision and variable compensation framework
• Manage GST/PST, US sales tax and Nexus analysis, annual filings (T4, T2200s), WCB/WSIB, remittances, CARM, RBC covenant compliance and coordinate with external accountants
• Identify and implement new systems and AI efficiencies; maintain documented accounting policies

Impact & Leadership

• Support philanthropy and B Corp certification (donation tracking, impact reports, carbon tracking); manage your direct reports and monitor financial risk

Jillian Harris Group (35% of your time)

Covers Jillian Harris Design Inc., JJLA Farms Inc., JJLA Properties Inc., Jillian Harris Holdings, and the Jillian Harris Family Trust.

Core Finance & Compliance

• Oversee revenue recording, payroll, and taxable benefits across the group; manage Jillian’s personal employee
• Prepare monthly financial statements, budgets, cashflow forecasts, and intercompany reconciliations; analyze personal vs. business expenses
• Manage group tax: GST/PST, US sales tax and Nexus, property tax, underused housing tax, and speculation tax reporting; maintain RBC covenant compliance and coordinate with external accountants

Property, Investments & Farm

• JJLA Properties: Strata documentation, repairs and maintenance, tenant correspondence, insurance review, and AGM updates
• Investment portfolio: monthly advisor connection and annual reconciliation
• JJLA Farms: house build and cashflow tracking, leasehold and financing with external advisors, farm status maintenance, and miscellaneous projects.

Impact & Leadership

• Support philanthropy and B Corp certification; manage your direct reports, and monitor external financial risk

Ideal Candidate

• CPA designation
• Adaptable and a quick learner; comfortable in a growing company that is always changing and evolving
• Inquisitive, with the confidence to work through a problem or an unreconciled account independently
• Highly organized, with the ability to manage multiple companies with different operations, deadlines, and bank balances
• A strong, self-sufficient grasp of accounting fundamentals and financial requirements
• Experience with QBO and Shopify is ideal; experience with Cin7 would be a significant asset (though we know it’s uncommon)
• Discreet and trustworthy, comfortable handling sensitive personal and corporate financial matters

Term, Compensation & Location

• Term: 18 months (Temporary maternity leave coverage)
• Start Date: October 1, 2026 (potential to start sooner)
• Compensation: $95,000 – $105,000 annually, dependent on experience
• BC-based (Okanagan or Lower Mainland)
• Hybrid; primarily home office, with a Kelowna office available
• We offer an inclusive benefits package that includes: Extended health and dental coverage, a flex Health/Lifestyle Spending Account, $1,000 mental health coverage, Professional Development Benefit, and gifted quarterly Jilly Boxes.

The Recruitment Process

• Initial screening with Kristy Calvert, Director, People & Culture;
• First Interview with Megan Bartoszewicz, Director of Finance;
• Final interview with Julia Freeman, CEO;
• Meet & Greet with Jillian Harris (CCO and Founder);
• Reference checks;
• Background check;
• Anticipated Expected Start Date: October 1 (or sooner), dependent on the needs of the candidate.

We are an equal opportunity employer and are committed to equal employment opportunities regardless of race, colour, ancestry, religion, sex, age, disability, marital status, national origin or gender identity. We celebrate an inclusive work environment and welcome members of all backgrounds and perspectives to apply. We are committed to building a transparent environment where everyone feels heard, welcomed, and included. We are committed to an inclusive, barrier-free recruitment process, providing accommodations to meet your needs. For any accessibility related requests, requests can be made to [email protected]. Accommodations can be provided in all parts of the hiring process.

Pay: $95,000.00-$105,000.00 per year

Benefits:

• Company events
• Dental care
• Disability insurance
• Discounted or free food
• Employee assistance program
• Extended health care
• Life insurance
• Paid time off
• Relocation assistance
• RRSP match
• Store discount
• Tuition reimbursement
• Wellness program
• Work from home

Application question(s):

• Do you hold a CPA designation?

Work Location: Hybrid remote in Kelowna, BC V1Y 2R5