Vice President – Finance & Accounting

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 senior finance leader to own and evolve Rewind’s full finance function spanning accounting, financial planning, and controller responsibilities. This role sits at the intersection of strategy and execution: you’ll bring a strong accounting foundation, step confidently into hands-on operational work when needed, and guide the business with clear, data-driven insight.

This is a hands on builder role. You’ll shape the broader finance strategy, while also performing core Accounting and Controller responsibilities. You should expect to roll up your sleeves and operate as both a leader and an individual contributor, handling everything from Board reporting, to financial modelling, to processing payroll and driving month end close. You’ll partner closely with the executive team, particularly the CEO and CRO to ensure Rewind scales with financial clarity, discipline, and confidence.

What you’ll do

Financial leadership & strategy

• Own company-wide financial planning, forecasting, and performance tracking, including SaaS metrics and operating models

• Partner with leadership to guide investment decisions, pricing strategy, and growth planning

• Deliver clear, actionable financial insights to executives, board members, and investors

• Support strategic finance work including scenario planning and executive-level analysis.

Accounting, close operations & compliance

• Oversee and continuously improve the month-end close process, ensuring accurate and timely reporting across P&L, balance sheet, and cash flow

• Maintain high-quality financial reporting and variance analysis to support decision-making

• Step into hands-on accounting work where needed, ensuring no gaps in execution as the team scales

• Own all core accounting operations, including AP/AR, payroll, treasury, and general ledger management

• Lead audits, tax filings, and compliance across jurisdictions, including SR&ED and international subsidiaries

• Manage equity administration (e.g., Carta), ensuring accurate cap table and regulatory compliance

Controls, governance & infrastructure

• Strengthen internal controls and financial processes to safeguard company assets and support scale

• Oversee vendor relationships, banking, insurance programs, and external partners (auditors, consultants)

• Build and evolve systems, tooling, and workflows to improve accuracy, efficiency, and visibility

• Oversee the stock option/equity program and management of the cap table.

Leverage Agentic AI

• Use Agentic AI to automate key processes such as: accounts receivable, month-end close, and financial package preparation

Team leadership & development

• Lead and mentor the finance and accounting team, setting a high bar for accountability and performance

• Foster a culture of ownership, continuous improvement, and cross-functional collaboration

What you’ll bring

• Experience in a venture-backed or scaling SaaS company

• CPA designation (or equivalent) with 10+ years of progressive experience across accounting and finance

• Early-career foundation in accounting (e.g., audit, controllership) with a transition into broader finance leadership

• Experience owning both accounting operations and FP&A in a high-growth SaaS or tech environment

• Strong understanding of SaaS metrics, revenue recognition, and financial best practices

• Proficiency using AI tools to streamline and enhance financial modelling, reporting and workflows

• Comfort operating as a hands-on leader, including stepping into payroll, reporting, or operational tasks when needed

• Proven ability to build, improve, and scale financial processes and systems

• Excellent communication skills, with the ability to translate complex financial data into clear insights

• Experience with modern finance tools (e.g., NetSuite, Salesforce, Stripe, Carta, QuickBooks Online)

Nice to have

• Exposure to international finance operations and multi-entity structures

• Experience managing or implementing financial systems and automation initiatives

• Familiarity with BI or dashboarding tools (e.g., Metabase, Looker, Tableau)

• Experience supporting board reporting and investor relations

Location

There is a strong preference for candidates based in Ontario for easier collaboration and occasional in-person meetings in our HQ office (Ottawa).

Compensation Philosophy
The actual base salary will vary based on various factors, including market and individual qualifications objectively assessed during the interview process.

In some cases, we’re open to hiring at a higher level for the right person and are committed to paying competitively and fairly.

If your experience is closer to an earlier career stage, we may still consider your application. In that case, we would evaluate the role at a different level within our levelling framework.

Pay is just one part of the overall compensation at Rewind.

Why join Rewind

At Rewind, you’ll help shape the future of data protection for thousands of businesses. We’re performance-driven, innovative, and not afraid to challenge what’s possible. You’ll join a team that values trust, accountability, and respect for people’s time — and encourages every employee to experiment, think critically, and grow.

We support innovation through experimentation — including smart use of AI tools — and believe the best ideas come from those who aren’t afraid to push boundaries.

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

• Paid parental leave

• $2000/year wellness/home office allowance

• $5000/year professional development 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.

AI Usage

Our recruitment process may include the use of artificial intelligence–enabled tools to help manage and review applications efficiently. These tools assist our team, but hiring decisions are ultimately made by human reviewers.