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Lead, Finance Analytics & Enablement AI/MLApply • Toronto, ON, Canada
Lead, Finance Analytics & Enablement AI/ML

Lead, Finance Analytics & Enablement AI/ML

Apply • Toronto, ON, Canada
30+ days ago
Job type
  • Full-time
Job description

About the Role

Hopper is looking for a Lead, Finance Analytics & Enablement AI/ML to own our data warehouse, business intelligence, GCP/AI optimization, and Finance AI enablement strategy. You will be a key business partner across the organization, managing partner relationships across a broad range of commercial arrangements, reporting directly to the Chief Financial Officer.

What would your day-to-day look like

  • Provide actionable insights to drive business decisions based on finance and data analytics

  • Own the data warehouse strategy, governance and execution of the finance ledger

  • Build and lead a Center of Excellence for reporting including owning infrastructure and metrics across finance and the business units

  • Create, own, implement and track success of the Finance AI automation roadmap in partnership with FP&A, accounting and data

  • Establish data pipeline and AI model foundation

  • Understand and optimize our GCP infrastructure costs in partnership with engineering and Financial Operations

  • Establish Finance as the single source of truth for financial and business performance and create self‑service analytics for key stakeholders

  • Manage a team of 4 engineers and 1 finance and strategy manager

  • Establish internal controls and support external audits related to data governance

An ideal candidate has

  • Work experience 15+ years in travel and/or SaaS

  • Bachelor's Degree, with a strong preference for a Master's degree or equivalent experience

  • Engineering background preferred

  • Fluency in SQL, Python, GCP and Data Science, hands on coding ability

  • Understanding of LLM‑based systems, prompt design, and AI model evaluation frameworks

  • Familiarity with automation frameworks and observability tools (Amplitude, Datadog, Looker) to assess reliability and performance

  • Strong data reconciliation skills across large, multi‑source datasets

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

  • Clear communicator with senior leadership and external partners

  • Comfort with ambiguity and ground‑zero building

Nice to Have

  • Background at a high‑growth technology or marketplace company

  • Experience working cross‑functionally with data engineering or warehouse teams

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.
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Lead, Finance Analytics & Enablement AI/ML • Toronto, ON, Canada

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