Controller

Rewind is a service that protects the critical data that powers businesses of all sizes. Our focus is on backing up data that lives in the cloud - in apps like Jira, GitHub, Confluence and Shopify. We are backed by Insight Partners, Inovia, Bessemer and Atlassian Ventures and are proud to be recognized as one of Canada's 50 fastest growing technology companies (2023 Deloitte Fast 50). We invite you to read our startup story to learn where we came from and where we’re going.

Read about our mission, story and values here.
To find out more about our perks, click here.
Some of our Blogs might help you get a better understanding of what we do here. You can find them all here.

Thriving at Rewind:

We embrace the fast-paced, ever-changing nature of startup life. If you love working with speed, agility, and creativity, you’ll feel right at home here. Here's what it takes to succeed with us:

• Team-First Mentality: We put teamwork at the core of everything we do, believing that we are better when we are together. Success is shared, and when the team wins, we all win.

• Performance-Driven Mindset: We are proactive, goal-oriented, and focused on delivering tangible, high-quality results. We go beyond meeting expectations - we aim to exceed them.

• Flexible Work-Life Approach: We encourage balance and understand the need to recharge. While we stay agile for urgent needs, we make sure there's time to recover and enjoy life.

• Customer Centricity: Our commitment to customers shapes everything we do. We listen, build relationships, and innovate - from our dedicated customer support team to our engineers, everyone at our company is focused on solving problems that matter most to our users.

• Taking Initiative: We value ownership and proactive problem-solving. We encourage team members to think creatively, take ownership, and lead improvements. Your ideas and actions drive our success.

• We Make Time for Fun: We work hard and make time to enjoy the journey. It’s not just about hitting milestones—it’s about making the experience rewarding along the way.

About the role

We’re looking for a Controller to join our Finance team and play a key role in scaling Rewind’s financial operations. Reporting to the VP of Finance, you’ll oversee day-to-day accounting and financial processes, ensure timely and accurate reporting, and provide trusted insights to support Rewind’s growth.

This is a hands-on leadership role. You’ll own the month-end close cycle, lead financial audits, strengthen internal controls, and guide department leaders with data-driven recommendations. As a trusted partner to the executive team, you’ll help shape decisions on investments, efficiency, and cost savings. Most importantly, you’ll be building the financial infrastructure that enables Rewind to scale with confidence.

What you’ll do

Financial reporting & analysis

• Oversee the monthly close process, delivering accurate and timely P&L, balance sheet, cash flow, and KPI reports within a 7-day cycle.

• Conduct variance analysis, forecasting, and regular updates to operating models.

• Prepare financial packages for executives, the board, investors, and banks.

Accounting operations & compliance

• Manage bookkeeping, accounts receivable/payable, payroll, and treasury functions, ensuring all regulatory deadlines are met.

• Lead the annual audit process and SR&ED claims, coordinating with external consultants.

• Maintain compliance with tax, banking, and reporting obligations.

• Manage equity administration in Carta, ensuring accurate cap table maintenance, timely processing of option grants, and full compliance with reporting and regulatory requirements.

• Manage international subsidiaries, ensuring compliance with local statutory, tax, and reporting requirements

Controls, governance & vendor management

• Develop and strengthen internal controls to safeguard company assets.

• Partner with department leaders on budgets, contract negotiations, and operational issues.

• Manage relationships with suppliers, auditors, banks, and government agencies.

• Oversee corporate insurance programs, including ownership of policy renewals (CGL, D&O) and coordination with our external insurance broker.

Advisory & strategic support

• Provide financial insights and recommendations to inform growth strategies and investment decisions.

• Build enhanced management reporting (e.g., P&L by dimension, dashboards, metrics dictionary).

• Act as a trusted advisor across the business, supporting efficiency and cost optimization initiatives.

Team leadership & development

• Lead and mentor a growing finance team, fostering professional development and alignment with company goals.

• Encourage accountability, continuous improvement, and collaboration within the team.
  

What you’ll bring

• CPA designation (or equivalent) with 7–10 years of experience in financial leadership.

• Experience in a high-growth SaaS environment with a deep understanding of SaaS metrics and financial best practices.

• Bachelor’s degree in Accounting, Finance, or related field.

• Advanced Excel skills and strong analytical abilities.

• Track record of building and leading high-performing finance teams.

• Strong communication skills to translate complex financials for diverse stakeholders.

• Hands-on experience with a finance tech stack such as NetSuite, Salesforce, Stripe, QBO, Carta and Tipalti.

Nice to have

• Prior experience scaling finance operations in a venture-backed company.

• Exposure to international tax and compliance requirements.

• Familiarity with financial dashboarding tools (e.g., Looker, Tableau, Power BI).

• Passion for automation and leveraging technology to drive efficiency.

We value people who are innovative, accountable, and customer-centric. We respect time, embrace discomfort as a path to growth, and give back whenever possible. At Rewind, you’ll find the freedom to do your best work, the support to grow your career, and the chance to make a real impact on a company scaling globally.

How Rewind Will Support You
We know that enjoying the journey is just as important as reaching our goals. We work hard to create a positive, inclusive environment where fun and laughter are part of our everyday routine. We also offer a variety of benefits to support your success both at work and in your personal life which includes but is not limited to: 

• Flexible work hours

• Employee stock options

• Health benefits

• 3 weeks vacation

• 7 life leave days

• 2 Level Up days for professional development

• 1 volunteer day

• Summer Fridays and office closed during the holiday break in December

• 4 week sabbatical after 4 years with us

• Paid parental leave

• $5000/year professional development allowance (you can take courses, buy books, attend conferences, cover certifications, etc)

• $1000/year wellness/home office allowance

Rewind is committed to building an inclusive, supportive place for you to do the best and most rewarding work of your career. We value how each new hire is an opportunity for us to bring in a different perspective, and we are always eager to further diversify our company. We strongly encourage candidates of all different backgrounds and identities to apply.