Lead, Finance Analytics – Enablement AI/ML

This is a fully remote position, open to applicants in Canada.

📋 Description

• Deliver actionable insights to inform business decisions utilizing finance and data analytics.

• Oversee the strategy, governance, and execution of the finance ledger within the data warehouse.

• Develop and lead a Center of Excellence for reporting, taking ownership of infrastructure and metrics across finance and business units.

• Design, implement, and monitor the success of the Finance AI automation roadmap in collaboration with FP&A, accounting, and data teams.

• Build a foundation for data pipelines and AI models.

• Collaborate with engineering and Financial Operations to understand and optimize costs related to our GCP infrastructure.

• Position Finance as the authoritative source for financial and business performance while creating self-service analytics for key stakeholders.

• Supervise a team comprising 4 engineers and 1 finance and strategy manager.

• Establish internal controls and assist with external audits concerning data governance.

⛳️ Requirements

• Minimum of 15 years of work experience in travel and/or SaaS industries.

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

• Preferred engineering background.

• Proficiency in SQL, Python, GCP, and Data Science, with hands-on coding capabilities.

• Knowledge of LLM-based systems, prompt design, and evaluation frameworks for AI models.

• Familiarity with automation frameworks and observability tools (such as Amplitude, Datadog, Looker) to evaluate reliability and performance.

• Strong skills in data reconciliation across extensive, multi-source datasets.

• A tendency toward first-principles thinking — challenging assumptions, stress-testing processes, and consistently questioning why things operate as they do.

• Effective communicator with senior leadership and external partners.

• Ability to navigate ambiguity and build from the ground up.

🏝️ Benefits

• A well-funded and established startup with ambitious goals, competitive salary, and the advantages of pre-IPO equity packages.

• Coverage of 100% of premiums for the group insurance plan by Hopper.

• Provision of life, short-term, and long-term disability coverage by Hopper.

• Health Savings Account (HSA) that covers eligible medical and dental expenses.

• Access to Dialogue’s telemedicine services for all employees and dependents, available anytime and anywhere.

• All employees can benefit from an RRSP plan with automatic pre-tax withdrawals per pay period.

• Inquire about our generous parental leave policy, which exceeds industry standards!

• Unlimited paid time off (PTO).

• Carrot Cash travel stipend.

• Access to co-working space on demand through FlexDesk and a work-from-home stipend.

• An entrepreneurial culture that encourages pushing limits and taking risks in daily business.

• Open lines of communication with management and company leadership.

• Small, dynamic teams leading to significant impact.