Job description
Our Journey at Keep
At Keep, we embarked on a mission with a powerful question: Why hasn’t the banking experience caught up with the rapid pace of technology?
This continues to fuel our passion for reshaping the Canadian fintech landscape. We provide businesses with a comprehensive suite of cross-border banking services, offering everything from credit cards to deposit accounts, currency conversions, and revenue financing.
With a team of seasoned global startup veterans with successful exits, Keep is committed to leading the charge as Canada’s next-generation fintech institution. Backed by VCs in the fintech sector, we’re racing ahead, expanding our reach and impact like never before.
About the Role
Join Keep as our Accounting Manager, where you’ll lead core accounting functions and U.S. tax compliance as we scale our operations across borders. You’ll work at the intersection of financial accuracy and strategic insight—building reliable systems, managing reporting, and guiding cross-border tax strategy. If you thrive in fast-paced environments and want to play a key role in shaping the financial foundation of a growing fintech, this role is for you..
Who We’re Looking For
You have a strong background in accounting and tax compliance, with a focus on U.S. federal and state filings.
You’re detail-oriented, analytical, and confident leading accounting operations with minimal oversight.
You’re proactive and systems-minded—always looking to improve processes, documentation, and controls.
You work well across teams and communicate clearly with finance, operations, and leadership.
You’re comfortable with tools like Excel, Google Sheets, and QuickBooks Online, and you can confidently navigate complex month-end close activities.
You enjoy working in dynamic, high-growth environments where change is constant and impact is immediate.
Bonus Points If You Have:
Experience with Canadian and/or Mexican tax regulations (e.g., SAT filings, CFDIs)
Knowledge of U.S. sales tax nexus rules across states
Familiarity with cross-border tax strategy in North America
Proficiency in QuickBooks Online and multi-jurisdiction tax software
Exposure to fintech or interest in the financial technology space
Comfort operating in a fast-paced, constantly evolving environment
Key Responsibilities
U.S. Tax Compliance & Strategy:
Lead U.S. tax filings across federal, state, and local levels.
Provide insight on tax implications of business decisions and product offerings.
Stay current on tax legislation and assess potential impact.
Cross-Border Optimization:
Support the development of tax strategies across the U.S., Canada, and Mexico.
Coordinate with external advisors and internal teams to ensure alignment and compliance.
Accounting Operations:
Oversee day-to-day financial transactions including receipt entry, vendor payments, and reconciliations.
Manage bill processing and resolve payment discrepancies.
Maintain clear, organized, and auditable financial records.
Financial Reporting:
Prepare financial statements and journal entries.
Support the month-end close and collaborate on reporting for leadership and investors.
Ensure implementation of accounting standards and regulatory requirements.
Why You Should be Excited About This Role:
Play a key role in building and scaling the finance function at one of Canada’s most ambitious fintechs.
Take ownership of tax and accounting strategy in a high-impact environment.
Work directly with leadership and gain exposure to complex cross-border operations.
Shape how our finance function grows as the company expands across North America.
Collaborate with a smart, driven team that values trust, innovation, and autonomy.
Why Join Keep?
We’re building a modern financial ecosystem for SMBs across Canada, the U.S., and Mexico.
Join a team rewriting the rules of business banking, supported by leading fintech investors.
Work in a remote-friendly, high-ownership culture that prizes clarity and speed.
Build in a company where data and product obsessively shape decision-making.
Help reshape how small businesses experience financial services.
Why This Might Not Be a Good Fit:
If you prefer heavily structured environments with strict processes and hand-holding, our autonomous culture might feel uncomfortable.
If you avoid ambiguity or prefer slow, incremental changes, our fast pace and experimentation may be overwhelming.
If you’re not comfortable collaborating across functions, you may find our team dynamic challenging.
If you’re looking for a narrowly defined role with little variation, our evolving startup structure might not be a match.
What’s the Interview Process Like?
People Screening with Bash (30 min): A conversation to understand your experience and explore cultural fit.
Interview with Giovanna (30 min): A discussion focused on technical skills and collaboration within the accounting team.
Interview with Josh , our CFO (30 min): A deep dive into tax knowledge, financial systems, and strategic problem-solving.
Project Presentation: Share your approach to a real-world accounting/tax scenario in a structured, collaborative setting.
References Check
Offer 🎉
Want to Learn More?
Head over to our webpage to discover more about us. Take a peek at our Glassdoor profile to see what our Keepers are saying, and stay tuned for exciting updates on our LinkedIn page and learn about our values and benefits on our career page.
Commitment to Diversity and Inclusion
Keep provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.
