Lead, Finance Analytics & Enablement AI/ML

Hopper•Toronto, ON

5d•CA$400,000 - CA$500,000•Remote

About The Position

Hopper is seeking a Lead, Finance Analytics & Enablement AI/ML to oversee their data warehouse, business intelligence, GCP/AI optimization, and Finance AI enablement strategy. This role involves acting as a key business partner across the organization, managing commercial relationships, and reporting directly to the Chief Financial Officer. The day-to-day responsibilities include providing actionable insights from finance and data analytics, owning the data warehouse strategy and finance ledger, building a Center of Excellence for reporting, creating and implementing the Finance AI automation roadmap, establishing data pipeline and AI model foundations, optimizing GCP infrastructure costs, establishing finance as the single source of truth for financial and business performance, managing a team of engineers and a finance and strategy manager, and establishing internal controls and supporting external audits related to data governance.

Requirements

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 Haves

Background at a high-growth technology or marketplace company
Experience working cross-functionally with data engineering or warehouse teams

Responsibilities

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