As a Staff Strategy Analyst for our Strategic Initiatives portfolio at FreshBooks, you will partner cross-functionally to build the frameworks, models, and policies that guide operational decisions. Serving as a key architect, you will shape FreshBooks' enterprise-level strategy and influence critical business decisions, ensuring long-term business growth in creative and effective ways. While specific deliverables will change periodically based on the needs of the business, you will consistently be responsible for a key strategic priority for FreshBooks.

This role is hybrid, meaning that the team comes together in our Downtown Toronto office up to twice a week.

What You'll Do

Lead the development and refinement of company-wide strategy, providing oversight for special or cross-functional projects.
Translate high-level business goals into actionable frameworks and operational reality by partnering with functional teams like Marketing, Sales, and Product.
Diagnose and resolve cross-functional friction and structural issues, acting as the primary link between departments to improve operating rhythms.
Proactively extract, validate, and synthesize data from disparate sources using tools like SQL to build models and trackers for early performance visibility.
Develop robust ROI models to evaluate new opportunities, prioritize the strategic roadmap, and present complex findings as clear, executive-level narratives.
Oversee the execution and optimization of strategic frameworks and delivery models, managing interlocks and dependencies to ensure high-priority initiatives are delivered at scale.
Drive organizational adoption of new frameworks and governance, ensuring transformations are permanent, measurable, and yield intended business results while proactively exploring AI tools for innovation.

What You'll Bring

8+ years of experience in strategy, business operations, or marketing analytics
Strong data analytics (including SQL) and business casing skills, with the ability to pull your own data and navigate databases independently.
General technical aptitude and the ability to think of creative tech-powered solutions to solving challenges.
A proven track record of influencing executive-level strategy and driving initiatives that have a measurable impact on company performance.
Experience leading cross-functional transformation initiatives, including the introduction of new policies, programs, tools, or systems at scale.
Proven ability to influence without authority and drive alignment across stakeholders at all levels within a matrixed environment.
Strong understanding of SaaS/Fintech operational drivers and how GTM decisions impact profitability and long-term growth.
Exceptional communication skills, including the ability to create structure, clarity, and momentum within ambiguous or fast-moving environments.

You'll Stand Out If You Have

Experience with tools like Python, Mode, Looker, Tableau, or similar.