Remote Finance & Strategy Manager, Hopper/ HTS (100% Remote - Canada)

About the job

As a member of the Finance and Strategy team, you won’t just report on the business—you will build the systems that run it. Your day-to-day mission is to help our leaders make high-stakes decisions across Hopper’s B2C, Media, and Sales verticals by merging deep financial intuition with AI-accelerated technical execution.

We are moving away from manual, static modeling. We want a builder who views Claude and other LLMs as core teammates to automate workflows, architect complex SQL, and develop long-term FP&A tooling. Whether you're chatting with an AI to build a better tool or presenting a budget update to a leader, you’re in your element.

What would your day-to-day look like

• Business Partnering: Act as a "Finance Engineer" for business leaders, translating complex operational drivers into automated reporting metrics to help them make better strategic decisions

• Predictive Strategic Planning Focus: Architect long-range forecasting models and engines that go beyond static spreadsheets. You’ll use AI to simulate "what-if" scenarios, helping the business navigate short-term volatility while building a resilient, code-based roadmap for the next 3–5 years.

• Technical Infrastructure & Automation: Build and maintain the code-based systems that power our finance engine. You’ll leverage Claude to write, debug, and optimize complex SQL and Big Query workflows to automate real-time dashboards and weekly performance briefings, ensuring our financial reporting is scalable and automated.

• GTM & Sales Architecture: Partner with the Sales and Media teams to engineer high-leverage Go-To-Market strategies. You’ll design automated frameworks to track sales velocity, customer acquisition costs (CAC), and pipeline health, using AI to model complex incentive structures and ROI simulations that align sales behavior with our long-term financial goals.

An ideal candidate has

• A degree in Business, Strategy, Finance, Math, Engineering, or other quantitative discipline

• 5-7+ years of experience in a top tier tech company

• You have a proven track record of using Claude, ChatGPT, or GitHub Copilot to amplify your output. You don't just "know" SQL; you know how to use AI to write better SQL, faster.

• Entrepreneurial spirit, ability to work autonomously; builder mindset

• Proven track record in FP&A or Strategic Finance supporting Sales and Media teams. You understand the nuances of sales velocity, pipeline modeling, and B2B unit economics.

• Strong analytical and creative problem-solving skills, with strong modeling experience

  
  Perks and benefits 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 FlexDesk 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.

    
    More about Hopper

  At Hopper, we are on a mission to become the leading travel platform globally – powering Hopper’s mobile app, website and our B2B business, HTS (Hopper Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, Hopper combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to travelers globally. We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel better and save more on their trips.

  The Hopper platform serves hundreds of millions of travelers globally and continues to capture market share around the world. he Hopper app has been downloaded over 120 million times and has become largely popular among younger travelers – with 70% of its users being Gen Z and millennials.

  While everyone knows us as the Gen Z and Millennial travel app, Hopper has evolved to become much more than that. In recent years, we’ve grown into a travel fintech provider, commerce platform, and global travel agency that powers some of the world’s largest brands.

  Through HTS, our B2B division, the company supercharges its partners’ direct channels by integrating our fintech products on their sites or powering end-to-end travel portals. Today, our partners include leading travel brands like Capital One, Nubank, Air Canada, and many more.

  Here are just a few stats that demonstrate the company’s recent growth:

  Billions of dollars worth of travel and travel fintech are sold through Hopper and HTS’ channels every year.

  Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – have exceptionally strong CSAT because the terms are always clear, and customers receive instant, no-questions-asked resolutions.

  Almost 30% of our app customers purchase at least one fintech product when making a booking; and consumers are 1.6x more likely to repurchase if they add fintech to their booking vs if they booked just travel.

  Given the success of its fintech products, Hopper launched a B2B initiative, HTS (Hopper Technology Solutions), which represents more than 75% of the business.

  Through HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can integrate and seamlessly distribute Hopper’s fintech or travel inventory on their direct channels. As its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for cardholders. Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines and many more.

  Hopper has been named the #1 most innovative company in travel by Fast Company Hopper has been downloaded over 120 million times and continues to have millions of new installs each month. Hopper is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials travelers.

  Hopper has raised over $750 million USD of private capital and is backed by some of the largest institutional investors and banks in the world. HTS is primed to continue its growth as the leading travel ecommerce provider in a $1 trillion online shopping category. The Hopper app and website will also continue to be the preferred travel provider for Gen Z and Millennials..

  Come take off with us!

  #LI-REMOTE