Bree is a mission-driven, Y Combinator-backed fintech that brings better, faster, and cheaper financial services to Canadians living paycheck to paycheck. Since launching in 2021, Bree has achieved product-market fit, 8-figure annual revenue, and profitability, all while serving over 400,000 users and operating with zero voluntary employee turnover.

As Bree scales toward becoming Canada’s most important consumer finance platform, the need for internal accounting and finance leadership has become clear. This Controller will be the company’s first in-house finance hire, stepping in to build the systems, controls, and compliance backbone from the ground up.

This is a foundational hire at a pivotal moment.

What This Role Unlocks

The Controller will not simply maintain an existing operation, they will architect the next stage of Bree’s financial infrastructure. With minimal legacy systems and a clean slate, this role will enable Bree to:

  • Establish reliable and auditable month-end close processes.
  • Strengthen lender and investor reporting.
  • Bring clarity and discipline to complex fund movements.
  • Prepare for future audits and regulatory scrutiny.
  • Transition from outsourced bookkeeping to a scalable, internal finance function.

The success of this hire will unlock greater financial accuracy, operational efficiency, and investor confidence, laying the groundwork for Bree’s continued growth and funding.

What Success Looks Like

Within the first 3–6 months, the Controller will have:

  • Implemented an accurate, repeatable month-end close process.
  • Designed and documented internal accounting policies and controls.
  • Streamlined reporting to Bree’s external lender.
  • Introduced structure and discipline to a highly fragmented reconciliation environment.
  • Taken ownership of the integrity of Bree’s financial statements, partnering with founders to guide decision-making.

Longer term, this individual may play a key role in bringing outsourced functions in-house and growing a high-performing finance team.

The Ideal Candidate

Bree is looking for a hands-on builder – someone who combines technical accounting expertise with the adaptability of a startup operator. This person must be energized by ambiguity, committed to excellence, and eager to own outcomes without daily oversight.

Experience & Attributes

  • CPA designation with 4–8 years of experience, including time in public practice (e.g., Big Four audit or assurance).
  • Demonstrated ownership of full-cycle accounting, controls implementation, and audit preparation.
  • Strong command of core accounting principles, particularly in a fast-growth, technology-driven or consumer lending environment.
  • Advanced proficiency in Excel/Google Sheets; comfort using SQL or BI tools to validate data (SQL experience not required).
  • Detail-oriented, systems-minded, and process-driven.
  • High integrity, growth mindset, and alignment with Bree’s cultural values.

Preferred Qualifications

  • Experience at a fintech or high-growth lending company.
  • Familiarity with Canadian financial regulations and tax requirements.
  • Exposure to Series A/B+ scaling environments and >$100M loan books.

Team Environment

Bree operates with lean teams, fast feedback loops, and a high-trust environment. The company’s three core values set the tone:

  • Extreme Ownership: High autonomy, low supervision. People are trusted to deliver outcomes, not managed on inputs.
  • Elite Mentality: Results matter more than hours. The focus is on impact, critical thinking, and continuous improvement.
  • Courage: Bree fosters a growth mindset and no-blame culture. Failure is seen as part of innovation—and a driver of learning.

This environment is right for someone who thrives on autonomy, welcomes ambiguity, and finds energy in building systems from scratch. It suits a principled professional who takes initiative, works with care and precision, and enjoys solving complex problems without needing detailed oversight. They are energized by momentum, guided by integrity, and motivated by impact, not micromanagement. They think critically, move quickly, and care deeply about doing things the right way, even when no one is watching.

The Team & Structure

  • Reporting Line: Reports to Co-Founder
  • Collaborators: Works closely with both co-founders and Chief of Staff
  • External Support: Manages accounting vendor relationships
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Tools & Systems

  • Current Stack: QuickBooks for accounting; Excel/Google Sheets for modeling; SQL used for internal data queries (via ChatGPT support).
  • Process Automation: Opportunity to partner with engineering to reduce manual workflows and improve reporting accuracy.

Location & Flexibility

  • Primary Location: Toronto (Yonge & Bloor area).
  • Work Model: Hybrid (3 days in office: Monday, Wednesday, Thursday).
  • Remote Options: Open to remote work within GTA or Vancouver.

Compensation & Benefits

The compensation range for this role is CA$110,000–CA$150,000, plus a performance-based bonus. Bree offers a competitive, top-of-market package designed to attract strong performers who want to grow with a scaling fintech.

Benefits include:

  • Premium health, dental, and vision coverage
  • $1,500 annual learning and home office setup stipend
  • $1,000 annual wellness stipend
  • $250 monthly lunch stipend
  • Unlimited paid time off and parental leave
  • Annual company retreats

Why This is a Career-Defining Move

For the right person, this is a rare opportunity to:

  • Be the first finance hire at a scaling fintech with real revenue and market traction.
  • Build systems from scratch in an environment that values autonomy, integrity, and results.
  • Join a team that is small, ambitious, and deeply committed to their mission and culture.

This role will shape the future of Bree’s financial operations and offer the Controller a front-row seat (and steering wheel) in one of Canada’s most promising fintech companies.

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