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Strategic Finance Lead | Remote

Remote / Online - Candidates ideally in
London, Ontario, K5Z, Canada
Listing for: Crossing Hurdles
Remote/Work from Home position
Listed on 2026-08-31
Job specializations:
  • Finance & Banking
    AI Evaluation, Corporate Finance, Financial Analyst
Salary/Wage Range or Industry Benchmark: 100 - 125 CAD Hourly CAD 100.00 125.00 HOUR
Job Description & How to Apply Below

Strategic Finance Lead - AI Evaluation Contractor

Placed by Crossing Hurdles | Remote | $100-125/hr USD

About the Role

Crossing Hurdles is partnering with a leading US-based AI frontier lab to source senior Corporate Finance professionals for a remote freelance engagement. The company is building evaluation frameworks to train and improve AI systems, and they need practitioners with real-world strategic finance experience to assess model outputs, identify reasoning errors, and help define what accurate, high‑quality financial analysis looks like. This is not a traditional finance role.

It is expert consulting work where your domain knowledge directly shapes AI performance.

What You Will Do
  • Review and evaluate AI‑generated financial analyses, forecasts, and strategic recommendations
  • Identify errors in logic, methodology, and financial reasoning
  • Provide structured written feedback that improves model accuracy and reliability
  • Compare competing AI outputs and assess which best reflects sound strategic finance practice, and contribute to evaluation rubrics and quality benchmarks for corporate finance tasks
Domain Focus
  • FP&A and long‑range financial planning
  • Capital allocation and investment prioritization
  • Business unit performance analysis and variance reporting
  • Scenario modeling and sensitivity analysis
  • Strategic finance advisory and executive‑level decision support
What We Are Looking For
  • 5 or more years of experience in strategic finance, FP&A, or corporate finance
  • Background in roles such as FP&A Analyst, Senior FP&A Manager, Capital Allocation Specialist, or Strategic Finance Lead
  • CFA designation or MBA with a Finance concentration preferred
  • Strong command of financial modeling, forecasting methodology, and business case development
  • Ability to articulate why an analysis is correct or flawed in clear, written form
  • Comfortable working independently in a remote, async‑first environment
Work Style and Expectations

This is a remote, flexible engagement. You set your own schedule within the week. The company values consistency and quality over rigid hours, but expects contributors to show up reliably and meet weekly output goals. Strong performers are considered for expanded scopes and longer‑term retainer arrangements.

Compensation

Rate
: $100-125/hr (USD)

Payment
:
Via Deel, fortnightly

Commitment
: 15-20+ hours/week (minimum 10+ hours/week)

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