Strategic Finance Lead | Remote

Crossing Hurdles; Canada; On-site; CAD 188,738 - 235,922; Part time

Job summary

Crossing Hurdles is seeking a Strategic Finance Lead for a remote freelance engagement. The ideal candidate will have over 5 years of experience in strategic finance, specializing in FP&A or corporate finance. Responsibilities include evaluating AI-generated financial analyses, identifying errors, and providing feedback for improved model accuracy. This role offers a flexible schedule with compensation ranging from $100 to $125 per hour, and a commitment of 15-20+ hours per week.

Qualifications

• 5+ years of experience in strategic finance, FP&A, or corporate finance.
• Experience in roles such as FP&A Analyst or Strategic Finance Lead.
• Strong written articulation of financial analysis.

Responsibilities

• Review and evaluate AI-generated financial analyses.
• Identify errors in logic and methodology.
• Provide structured feedback to improve model accuracy.

Skills

Strategic finance experience

Financial modeling

Forecasting methodology

Business case development

Independent work in remote settings

Education

CFA designation

MBA with a Finance concentration

Job description

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)