Hopper

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

Hopper$100K — $130K *
US-AnywhereRemote in Toronto, ON
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5 years of experience in revenue operations, sales operations, or a similar analytical role.
  • Proven record of creating data models, dashboards, and operational tools.
  • Strong commercial instincts with excellent analytical capabilities.
  • Familiarity with AI tools and a desire to implement them in business processes.
  • Proficient in SQL and experience with BI tools like Looker or Tableau.
  • Experience working with Product and Engineering teams, plus a technical understanding for effective collaboration.
  • First-principles thinking, questioning assumptions and processes.

Responsibilities

  • Own the design and ongoing evolution of data models and reporting frameworks for visibility into revenue performance.
  • Leverage AI to enhance analytical workflows and improve insight generation.
  • Conduct deep-dive analyses to identify and communicate actionable revenue insights to stakeholders.
  • Map and redesign core revenue workflows for efficiency and scalability.
  • Implement operational improvements and ensure their adoption across teams.
  • Diagnose issues in the revenue tech stack and recommend solutions to remove friction.
  • Prepare materials for strategic meetings and ensure data-driven decisions are actionable.

Benefits

  • Unlimited Paid Time Off (PTO) policy.
  • 100% premium coverage for group insurance plans.
  • Access to life and disability insurance.
  • Health Savings Account (HSA) for medical expenses.
  • Telemedicine services available for all employees and dependents.
  • Automatic RRSP plan with pre-tax contributions.
  • Generous parental leave policies exceeding industry norms.
  • Carrot Cash travel stipend for travel-related expenses.
  • Access to a flexible co-working space and work-from-home stipends.
  • Entrepreneurial culture promoting risk-taking and innovation.
Full Job Description
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.

About Hopper

Hopper is a travel booking app that uses big data to predict and analyze airfare and accommodations. The app provides personalized recommendations and alerts users when prices are expected to rise or fall. Hopper was founded in 2007 and is headquartered in Montreal, Canada. The company has raised over $400 million in funding and has been recognized as one of the most innovative companies in travel.
Learn more about Hopper
Size
1,000 employees
Industry
Founded
2007

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