About The Role

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
- Solid 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

Benefits

- 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.
- 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 with massive impact.

Compensation Range: CA$400K – CA$500K

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📌 Lead, Finance Analytics & Enablement AI/ML (Vancouver)
🏢 Hopper
📍 Vancouver