About The Role
As a Finance & Strategy Manager at Hopper, you will be a finance partner to business leaders across the company, helping them understand performance, evaluate opportunities and make better decisions. You will build the models behind our forecasts, partnerships and strategic plans, lead business reviews, and turn analysis into clear recommendations for senior leadership and the CFO.
About The Role
As a Finance & Strategy Manager at Hopper, you will be a finance partner to business leaders across the company, helping them understand performance, evaluate opportunities and make better decisions. You will build the models behind our forecasts, partnerships and strategic plans, lead business reviews, and turn analysis into clear recommendations for senior leadership and the CFO.
This role is a great fit for someone who has built rigorous models under pressure in investment banking or private equity and now wants to apply those skills in‑house, closer to the decisions. We are a lean team that moves fast, and we use SQL and AI tools like Claude to automate the manual work so we can spend our time on analysis and strategy.
What Would Your Day‑to‑day Look Like
Build and maintain integrated financial models, scenario and sensitivity analyses, and business cases for new products, partnerships and investments
Evaluate the economics of new commercial agreements (pricing, revenue share, unit economics, ROI) and help shape deal terms with business leaders
Support fundraising, M&A; and capital allocation decisions, including the models and analysis behind them
Own the monthly and quarterly forecast for the areas you support, and contribute to the annual budget and long‑range plan by building the driver‑based models and inputs that connect operational metrics to P&L; outcomes




Lead monthly and quarterly reviews of actuals vs. plan and forecast, explain variances, and flag risks and opportunities to business leaders
Partner with leadership on high‑impact questions such as market sizing, investment prioritization and cost optimization
Prepare clear, executive-, board- and investor‑ready materials that tell the story behind the numbers
Use SQL, Big Query and AI tools to automate recurring reporting and analysis so the team spends less time handling data and more time on insight
An ideal candidate has
4+ years of experience in investment banking, corporate development, private equity, strategic finance or FP&A.; Investment banking or private equity experience (Analyst or Associate) is preferred
Advanced financial modeling skills: three‑statement models, DCF, scenario and sensitivity analysis. Expert in Excel / Google Sheets
Solid understanding of accounting and how the three financial statements connect
Excellent communication skills, with the ability to explain financial concepts to non‑finance partners and present confidently to senior leaders
Working knowledge of SQL, or a demonstrated ability to pick up technical tools quickly
Hands‑on use of AI tools (Claude, Chat GPT, Copilot, etc.) to work faster and automate repetitive work
Strong ownership, comfort with ambiguity and a builder mindset. Hopper moves fast
A degree in Finance, Economics, Business, Math,



Engineering or another quantitative discipline
Nice to have
Experience in tech, fintech, travel, marketplaces or B2 B partnerships
Experience with Python and/or BI tools (Looker, Tableau, etc.)
CFA, CPA or MBA
Perks And Perks Of Working With Us
Well‑funded and proven startup with large ambitions, competitive salary and upsides of pre‑IPO equity packages
Hopper covers 100% of the premiums for group insurance plan
Hopper offers life, short term and long term disability coverage
HSA that covers eligible medical and dental expenses
All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere
All employees have access to an RRSP plan with automatic pre‑tax withdrawals per pay
Please ask us about our very generous parental leave, much above industry standards
Unlimited PTO
Carrot Cash travel stipend
Access to co‑working space on demand through Flex Desk AND Work‑from‑home stipend
Entrepreneurial culture where pushing limits and taking risks is everyday business
Open communication with management and company leadership
Small, dynamic teams = massive impact
About Hopper
At Hopper, we’re building the leading travel technology platform in the world, and we’re doing it by solving real problems for real travelers globally. Our Hopper consumer booking platforms and HTS (Hopper Technology Solutions), our B2 B business, work together to give travelers something the industry has never reliably offered: transparency, flexibility, and real savings on every trip. We combine massive amounts of data and AI with proprietary fintech products to make that happen, not just another booking engine, but a fundamentally better w

📌 Finance & strategy manager (Toronto)
🏢 Hopper
📍 Toronto