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.

We’re looking for a Senior FP&A professional to help Rewind make better, faster, and more confident financial decisions as we scale our SaaS business. This is a highly visible role for someone who operates independently, partners closely with C-level leaders, and brings structure, insight, and financial rigor to complex questions.

You’ll act as a trusted advisor across the company—owning core forecasting and reporting, shaping how we evaluate investments, and translating data into clear recommendations. You’ll also play a hands-on role in evolving our FP&A function, improving how we plan, measure performance, and use automation to work smarter.

This role is well-suited for someone who enjoys ambiguity, is comfortable being uncomfortable, and wants to influence outcomes—not just report on them.

What you’ll do

Financial planning, forecasting & modeling

• Own and continuously improve Rewind’s short- and long-term financial models, including annual planning, rolling forecasts, and scenario analysis.

• Evaluate trade-offs and risks to support decisions around growth, hiring, pricing, and investment.

• Ensure models are accurate, scalable, and aligned with how the business actually operates.

Executive & C-level partnership

• Act as a strategic finance partner to senior leaders across functions (e.g., Sales, Product, Marketing, People, Data) and C-level executives

• Provide clear financial perspectives that influence decisions, priorities, and resource allocation.

• Support leadership and Board discussions with concise, decision-oriented materials.

Reporting, insights & storytelling

• Build and deliver monthly and quarterly reporting packages that highlight performance, trends, and variances.

• Translate complex financial and SaaS metrics into clear narratives tailored to executive and non-financial audiences.

• Bring forward insights proactively, not just answers to questions that are asked.

SaaS metrics & performance analysis

• Own key SaaS KPIs (e.g., ARR, NRR, LTV/CAC, payback, churn) and ensure consistent definitions and visibility.

• Analyze revenue drivers, customer behavior, and unit economics to inform strategy and goal-setting.

• Benchmark performance against peers and help leadership understand where to lean in—or pull back.

Process improvement & automation

• Identify opportunities to improve FP&A processes, systems, and data flows to increase accuracy and efficiency.

• Partner with Accounting, RevOps, and Data to reduce manual work and improve source-of-truth reporting.

• Explore and apply AI-powered tools to forecasting, variance analysis, and insight generation.

Strategic projects & leadership

• Lead ad hoc analyses and cross-functional initiatives such as pricing studies, headcount planning, and customer profitability analysis.

• Informally mentor and support junior team members, contributing to a culture of accountability, learning, and trust.
  

What you’ll bring

• 5+ years of progressive experience in finance, with meaningful hands-on ownership in FP&A.

• Strong understanding of financial statements, accounting fundamentals, and SaaS business models.

• Prior experience in a scaling SaaS or subscription-based business.

• Proven experience partnering with senior and executive stakeholders to influence decisions.

• Advanced Excel or Google Sheets skills; comfort working with large datasets and financial systems.

• Clear communication skills—you can turn numbers into insight and insight into action.

• Ability to work independently, prioritize effectively, and move projects forward with minimal direction.

• Curiosity about automation and AI, with a practical mindset for applying new tools.
  

Nice to have

• CPA, CFA, or similar designation.

• Experience with FP&A or planning tools (e.g., Adaptive, Anaplan, Mosaic) and BI tools.

• Exposure to Board-level or investor reporting.
  

Compensation Philosophy
The actual base salary will vary based on various factors, including market and individual qualifications objectively assessed during the interview process. The listed range above is a guideline, and the base salary range for this role may be modified.

If your expectations are above this range, it may be because your experience aligns with a more senior level. 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, which would correspond to a salary below the range shown.

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/PD 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.

Compensation Range: CA$95K - CA$130K