VP, 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.

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:

• 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.

• 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

• 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.

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

• 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

• 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)

• 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

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

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.