Financial Controller

DealMaker; Toronto; On-site; CAD 180,000 - 240,000; Full time

Benefits offered by this job

Equity participation

Medical, vision & dental benefits

Hybrid work model

Job summary

DealMaker, a fast-growing fintech in Toronto, seeks an experienced accounting leader to own the full-cycle function across US, Canadian, and international entities. You will lead month-end close, financial reporting, payroll, audits, and tax, while building automation and a strong control environment.

You will coach a high-performing team, drive AI-enabled processes, and partner with leadership on strategic finance initiatives.

Qualifications

• CPA/CMA/CA/CGA designation required.
• Experience leading accounting across multi-entity, multi-currency, multi-country orgs.
• Strong US GAAP knowledge and financial reporting fluency.
• Payroll processing across US/Canada; knowledge of ADP, Humi, Rippling preferred.
• AI adoption: use AI tools to improve workflows and reporting.

Responsibilities

• Own the accounting function across US, Canada, and international entities.
• Lead month-end close with multi-entity consolidations and intercompany eliminations.
• Prepare consolidated financial statements and lead board reporting.
• Oversee payroll for US/Canada and contractor payments; ensure accuracy.
• Manage annual audit and corporate tax filings (HST, SR&ED, transfer pricing).
• Strengthen controls and automate processes; lead system implementations.
• Develop and coach accounting staff and outsourced partners.
• Drive AI-enhanced accounting workflows and reporting.
• Lead special finance projects and ad-hoc analyses.

Skills

Accounting leadership

Multi-entity expertise

US GAAP

Payroll

AI fluency

Education

CPA / CGA / CA / CMA designation

Tools

NetSuite

FloQast

Zip

Float

ADP

Humi

Rippling

Deel

Drivetrain

Excel & Google Sheets

Job description

DealMaker is a fast-growing fintech company revolutionizing the capital markets ecosystem with a mission to make online capital raising mainstream. We empower founders, CEOs, and operators to raise capital digitally, both from their own communities and through strategically marketed campaigns. No other platform provides an end-to-end solution like ours—and our track record speaks for itself, with over $2B raised across 1,000+ campaigns. We power the largest online capital raises for customers like EnergyX ($88M), Green Bay Packers ($65M), Miso Robotics ($72M+), Monogram Orthopaedics (Nasdaq:MGRM) and many others, with 3 IPOs in the past year alone. We are quickly expanding our horizons and are seeking talented team members to join us on our journey to transform the global capital market.

Who You Are

You are an experienced accounting leader who thrives on owning the full-cycle accounting function end to end. You bring a detail-oriented, process-driven mindset and have managed accounting operations across multiple entities, currencies, and countries. You have led and developed high-performing teams, and you love building, scaling, and automating systems and controls. You embody our values: prioritizing speed, driving outcomes, pushing limits, finding a way, being bold, innovating, and obsessing over customers.

What You'll Do

• Own the Accounting Function: Lead accounting and financial reporting, including accounts payable, expense management, and payroll, across our US, Canadian, and international entities.

• Manage the Month-End Close: Own the multi-entity close in NetSuite and FloQast, including reconciliations, journal entries, accruals, intercompany reclasses and eliminations, currency revaluation, and transfer pricing, ensuring transactions are recorded accurately and on time in accordance with US GAAP.

• Deliver Financial Statements & Reporting: Prepare consolidated balance sheets, income statements, and cash flow statements; compile and present preliminary and month-end results to leadership; and support monthly business reviews and board reporting.

• Oversee Payroll: Oversee semi-monthly US and Canadian payroll, monthly Colombia payroll, and contractor payments, ensuring accurate funding, journal entries, review, and approvals.

• Lead Audit & Tax: Manage the annual audit and corporate tax filings, along with HST, SR&ED, and transfer pricing, owning relationships with external auditors and tax advisors.

• Strengthen Controls & Systems: Develop and maintain a strong internal control environment; improve, automate, and scale accounting processes and documentation; and lead system implementations and migrations, such as the move to a new payroll platform.

• Lead & Develop the Team: Provide coaching, training, and guidance to accounting staff and outsourced partners, building a high-performing team.

• Leverage AI: Actively apply AI tools to automate and improve accounting workflows, reporting, and analysis, continuously raising the bar on speed, accuracy, and efficiency.

• Drive Special Projects: Respond to requests for special reporting and finance initiatives by understanding the problem, developing a plan, and executing deliverables.

What Skills You Need

• Accounting Leadership: Demonstrated experience leading an accounting function, including managing, mentoring, and developing a team.

• Multi-Entity Expertise: Experience with complex multi-company, multi-currency, multi-country organizations for consolidations and tax, and with managing transactions and workflows across multiple business units.

• Designation: An accounting designation such as CPA, CGA, CA, or CMA.

• US GAAP: Strong US GAAP experience.

• Payroll: US and Canadian payroll processing experience; ADP, Humi, and/or Rippling experience preferred.

• Systems: Hands‑on experience with our stack or comparable tools: NetSuite (ERP), FloQast (close management), Zip (AP), Float (corporate cards and expenses), ADP, Humi, and/or Rippling (payroll), Deel (contractors), and Drivetrain (FP&A); advanced skills in Microsoft Excel and Google Sheets.

• Analytical Acumen: Strong analytical skills with a data-driven approach to managing projects.

• AI Adoption (Required): At DealMaker, AI fluency is a mandatory part of every role. You actively use AI tools to work faster and smarter, and you are committed to continuously building your AI skills as our tools and workflows evolve.

• Bonus: Understanding of crowdfunding and exempt securities under SEC regulations.

Hybrid Flexibility: Work in a hybrid model, 3 days per week in our Toronto office, alongside a highly motivated team.

Founded in 2018 by leading capital markets lawyers, DealMaker has blazed its own trail as the leading online capital-raising platform.As a tech startup, we are well-capitalized, firmly established in our market, and ready to scale. Here’s why you should want to join us:

• Competitive compensation with the opportunity to earn equity—get into a growth company on the ground floor

• A diverse & distributed team of doers, innovators, and experts

• Shared employee benefit plan (medical, vision, & dental)

• We love AI and have tools to support you build innovative solutions

• Annual learning support And more!

We use automated and artificial intelligence-based tools (“Automated Employment Decision Tools”) to assist in screening, assessing, or evaluating candidates. These tools may assess job‑related qualifications such as skills, experience, and work history. AI‑assisted tools support our recruitment team and do not replace human judgment; all final hiring decisions are made by human reviewers. Applicants may request information about the use of these tools or request an alternative selection process by contacting us at [e-mail]. For more information about how personal information is collected and used, please see our Privacy Notice. Equal Employment Opportunity

DealMaker does not discriminate in hiring or terms and conditions of employment because of an individual’s race, ancestry, colour, place of origin, religion, gender, gender identity, national origin, citizenship, age, disability, sexual orientation, family status or marital status, or any other protected category recognized by provincial or federal laws.

Please inform us if you require any accommodation, and we will work with you to meet your accessibility needs. For any accessibility-related assistance, requests for information in accessible alternative formats or to report any accessibility problems, please share in your application.