Reports To: Chief Executive Officer

Direct Reports: Assistant Controller, Data Analyst

Location: 275 College St, Toronto, Ontario, M5T 1R9 (on-site)

Organization: ~20 retail stores across Canada (~80% of revenue) and a corporate/institutional sales team serving corporations, post-secondary institutions, and government agencies (~20% of revenue) | ~$150M total revenue | ~250 employees | Targeting 2x stores, 3x revenue, 4x profitability within 3–4 years

About Jump+

Established over 30 years ago, Jump+ is Canada’s only Apple Premium Partner, recognized by Apple for achieving the highest standards of expertise and customer service. We are proudly Canadian with 20 retail locations across Canada and growing! From the latest Apple devices to Apple -authorized repairs and service, a wide range of premium accessories, wireless plans from all the major carriers and attractive Financing and Trade-In offers, we feature the complete solution for all your Apple needs.

Our Business Services division offers one-stop client access to a complete suite of Apple Products, as well as complimentary accessories and services. Besides Apple products and accessories, Jump+ Business offers: Staging & Logistics services, Warehousing, Servicing & Repair, Financing and Trade-In services.

Role Summary

This is a newly created senior leadership position designed to elevate the finance function beyond its current accounting and compliance focus. The Director of Finance will serve as a trusted right-hand to the CEO (who carries the title of Executive Chair rather than CEO) — responsible not only for clean, timely, and well-communicated financial reporting, but for transforming finance into a genuine strategic partner to the business.

Jump+ has ambitious plans: doubling the store network, tripling revenue, and quadrupling profitability within 3–4 years. The finance function needs to be built for that trajectory — not just for where the company is today. The company's accounting fundamentals are solid. The added ingredient you will provide is the analytical focus and forward-looking discipline to translate financial data into actionable insight. This role is designed to deliver on that vision.

What You'll Own

Strategic Finance & FP&A

• Own the annual budgeting and multi-year planning process end-to-end Build and maintain rolling financial forecasts that are used to run the business
• Develop store-level and category-level P&L analysis to identify performance outliers — positive and negative
• Lead margin analysis, cost structure reviews, and scenario modelling to support strategic decisions
• Identify trends in revenue, cost, and working capital before they become problems
• Prepare clear, decision-ready financial analyses for the CEO and COO, including ROI assessments for capital allocation and new initiatives

Reporting & Control

• Ensure monthly, quarterly, and annual financial statements are accurate, timely, and clearly presented
• Maintain and strengthen internal controls appropriate for a growing multi-location retailer
• Oversee accounts payable, accounts receivable, general ledger, and payroll operations managed by the existing team
• Contribute to the refinement of the company’s ERP software financial backend by ensuring financial processes, controls and system functionality comply with audit requirements, internal controls and accounting best-practices
• Manage cashflow
• Own the external audit relationship and ensure clean, efficient annual audits
• Ensure compliance with all applicable tax obligations (GST/HST, payroll, corporate income tax) in coordination with external advisors
• Own key external financial relationships including with the Apple finance organization, banking partners, and the company’s asset-backed lender

CEO Partnership

• Act as the CEO's primary financial sounding board for operational, strategic, and investment decisions
• Translate complex financial information into plain-language narratives and executive summaries
• Flag risks and opportunities proactively — don't wait to be asked
• Support negotiations with landlords, suppliers, and lenders with relevant financial analysis
• Assist with development of financial targets for stores and the corporate team

Team Leadership

• Lead and develop a team of two direct reports: Assistant Controller and Data Analyst (the Assistant Controller manages the four-person accounting and payroll team)
• Raise the team's analytical capabilities over time — not just transaction processing
• Establish a finance function that is respected and relied upon across the organization

What You Bring

Must-Haves

• CPA designation (CA, CMA, or CGA legacy designations accepted)
• 7+ years of progressive finance experience, with meaningful time in both FP&A and controllership roles
• Demonstrated experience building or significantly improving forecasting and planning processes
• Comfort rolling up your sleeves — this is a hands-on role, not a policy-setting one
• Strong communicator: written, verbal, and visual (you can make a spreadsheet tell a story)
• Experience managing a small finance team

Strong Assets

• Retail or multi-location industry experience
• Exposure to inventory management, merchandising margins, or lease accounting (IFRS 16)
• Experience working directly with a CEO or owner in a privately held business
• Familiarity with Canadian payroll compliance and provincial tax requirements

What Success Looks Like

After the first 60 days, you have a clear picture of where the numbers are strong and where they're not — and you've shared that view candidly with the CEO.

Within six months, monthly reporting is tightened, a rolling forecast exists, and the CEO (and the full organization) are using financial data differently.

Within a year, finance is seen as a strategic resource, not a back-office function. The business is making better decisions — on costs, on stores, on investment — because the finance function is actively contributing.

Compensation & Benefits

• Competitive base salary commensurate with experience
• Annual performance bonus tied to business and individual objectives
• Extended health and dental benefits
• Three week’s vacation to start
• Professional development support (CPA dues, relevant courses)

JUMPPLUS is proud to foster an inclusive culture that embraces diversity. We are committed to fair employment practices, and all qualified applicants will receive consideration for employment. We offer accommodation for applicants with disabilities, as required during the recruitment process.