Remote Sr Manager - Revenue Operations Travel Supply & AI (100% Remote - Canada)

About the job

This is an exciting role for a commercially-minded operator who gets into the weeds — someone who doesn't just analyse the business, but rolls up their sleeves to build the tools, processes, and workflows that make revenue generation work better.

As Revenue Operations Manager, you will own the analytical and operational infrastructure that powers our Travel Commercial organisation. This organisation is responsible for all the travel supply inventory — hotels, homes, and cars — that is distributed to our global partners. You will be expected to design, build, and implement: from data models and reporting frameworks through to process redesigns and AI-powered ways of working that give our teams a structural edge.

Reporting into senior commercial leadership and working in close partnership with our Product and Engineering teams, this role sits at the exciting intersection of data, process, and technology. It will cultivate the skills — stakeholder and programme management, structured problem definition, and data-informed prioritisation — that have typically helped operators grow into roles such as a Commercial Leader, Chief of Staff or Product Manager.

What would your day-to-day look like:

• Revenue Analytics & Business Intelligence -

  • Own the design, build, and ongoing evolution of the data models, dashboards, and reporting frameworks that give the commercial organisation clear visibility into performance across the full revenue funnel — and maintain them to a standard that makes the data genuinely trusted and acted upon.

  • Use AI tools as a core part of your analytical workflow — accelerating the speed of insight generation, improving output quality, and freeing up time for higher-order problem solving.

  • Conduct deep-dive analytical projects to identify patterns, anomalies, and opportunities in revenue data — translating complex findings into clear, actionable insights for commercial stakeholders.

  • Define, build, and track KPIs that measure not just business outcomes, but the effectiveness of the processes that drive them — creating a feedback loop that continuously improves how the organisation operates.

• Process Design & Operational Excellence

  • Map, challenge, and rebuild core revenue workflows — including pipeline management, forecasting cadences, and sales incentive structures — producing cleaner, faster, and more scalable ways of working.

  • Implement operational improvements end-to-end: not just designing the solution, but seeing it through to adoption across commercial teams and measuring its impact with rigour.

  • Identify where AI can be applied to fundamentally change how revenue processes work — building and deploying those solutions directly rather than outlining them for others to execute.

• Systems Thinking & Tooling

  • Develop a hands-on understanding of how our revenue tech stack — data pipeline and customer-facing product — fits together, diagnosing where friction, data loss, or missed opportunities exist.

  • Work directly with Product and Engineering teams to shape and prioritise improvements to internal tooling and systems, grounding those conversations in operational data and a clear point of view on what will move the needle.

  • Translate commercial problems into well-defined briefs that technical teams can act on — bringing enough technical fluency to be a genuine peer in those conversations.

• Commercial Strategy & Go-to-Market Contribution

  • Own preparation and follow-through for key internal meetings, strategic reviews, and cross-functional forums — ensuring the right data is in the room and that decisions translate into clear next steps with accountable owners.

  • Build the analytical frameworks that underpin quarterly planning, forecasting, and target-setting — producing outputs that commercial leaders can use directly.

  • Contribute to go-to-market strategy and sales process design, bringing a data-informed perspective on where the highest-leverage opportunities lie.

  • Spend time in the field with commercial teams to understand where the real friction is — then go and fix it.

An Ideal Candidate Has:

• 3–5 years of experience in revenue operations, sales operations, strategy & operations, or a similar analytical or commercial role.

• A track record of building things — data models, dashboards, process frameworks, operational tools — not just recommending them.

• Strong commercial instincts paired with rigorous analytical capability — comfortable moving between a strategic conversation and a hands-on build with equal ease.

• Genuine excitement about AI and a habit of already using it — someone who has explored how AI tools can accelerate and improve their own work, and is eager to bring that into the fabric of how a commercial organisation operates.

• Proficiency in SQL and experience with data and BI tools (e.g. Looker, Tableau, BigQuery, or similar).

• Experience working cross-functionally with Product and/or Engineering teams, or a strong desire to build this muscle — with enough technical fluency to hold their own in those conversations.

• A bias toward first-principles thinking — questioning assumptions, stress-testing processes, and always asking why something works the way it does.

• A bias for action, a strong sense of ownership, and the ability to thrive in fast-moving, ambiguous environments.

  
  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