Jobs in Milton

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Homefield Sports Group

Head of Finance

Oakville, ON, Canada

$110,000 to $140,000 CAD / year · Full-time

Within 25 km of Milton · About 22.2 km from the city centre

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Job details

Pay: $110,000 to $140,000 CAD / year
Job type: Full-time
Apply by: Dec 5, 2026
Posted: Nov 5, 2026

Original job description

About Homefield

Homefield Sports Group is a leading recreational sports business with the mission of creating exceptional lifelong opportunities to play sports. Every week, thousands of people participate in Homefield’s leagues to play sports, meet new people, and enjoy a dose of friendly competition. We serve approximately 25,000 participants across 16 sports in the GTHA.

The Role

We are looking for our first finance leader in a role that pairs practical execution with big picture financial thinking. You will be responsible for day-to-day accounting, month-end close, cash flow visibility, annual budgeting, and financial planning & analysis. This is not a large-team environment. This is a roll-up-your-sleeves position with real accountability for results. Over time, you will build the systems, processes, and team that enable rapid expansion of a multi-entity sports organization.

You will work directly with Homefield’s CEO as a strategic business partner. You will be both:

Hands-on (owning financials, close, and core financial processes), and
Strategic (driving planning, decision support, performance management, and M&A integration).

As Homefield scales, this role has a clear path to CFO.

Who This Role Is For

This role is well-suited for someone who has helped to build or run the finance function in a rapidly growing small or mid-sized business. The ideal candidate enjoys working closely with both business operations and ownership, and will have three or more years of progressive accounting / finance experience. A CPA designation is preferred but not required.

Key Responsibilities

Financial Foundation & Control

Own month-end close, financial statements, and reporting
Manage AP, AR, and revenue tracking across leagues and seasons
Lead and oversee payroll
Prepare tax filings and support year-end with external accountants
Improve processes and controls as the business grows

Planning, Insight & Decision Support

Build and maintain cash flow forecasts and budgets
Design, implement, and report on monthly financial and operational KPIs (The Homefield Scoreboard)

Growth & Scale

Build scalable multi-entity and multi-site reporting
Support M&A integration

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More about this job

Responsibilities

Lead day-to-day finance operations, including month-end close, financial statements, accounts payable and receivable, revenue tracking, payroll, tax filings, and financial controls. Build cash flow forecasts, budgets, and KPI reporting, while developing scalable reporting and supporting M&A integration as the organization grows.

Requirements

The role calls for three or more years of progressive accounting or finance experience, ideally including experience building or running a finance function in a rapidly growing small or mid-sized business. A CPA designation is preferred but not required; no specific education requirement is stated.

Skills

Accounting
Month-End Close
Financial Reporting
Accounts Payable
Accounts Receivable
Revenue Tracking
Payroll
Tax Filings
Cash Flow Forecasting
Budgeting
Financial Planning And Analysis
KPI Reporting
Process Improvement
Financial Controls
Multi-Entity Reporting
M&A Integration

Visa sponsorship

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Keywords

Accounting
Month-End Close
Financial Statements
Financial Reporting
Accounts Payable
Accounts Receivable
Revenue Tracking
Payroll
Tax Filings
Year-End Accounting
Cash Flow Forecasting
Annual Budgeting
Financial Planning And Analysis
Key Performance Indicators
Operational KPIs
Financial Controls
Process Improvement
Multi-Entity Reporting
Multi-Site Reporting
M&A Integration
CPA
Sports Leagues
Financial Planning
Performance Management

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