Strategic Finance Lead - AI Evaluation ContractorPlaced by Crossing Hurdles | Remote | $100-125/hr USDAbout the RoleCrossing 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 DoReview and evaluate AI‐generated financial analyses, forecasts, and strategic recommendationsIdentify errors in logic, methodology, and financial reasoningProvide structured written feedback that improves model accuracy and reliabilityCompare competing AI outputs and assess which best reflects sound strategic finance practice,



and contribute to evaluation rubrics and quality benchmarks for corporate finance tasksDomain FocusFP&A and long‐range financial planningCapital allocation and investment prioritizationBusiness unit performance analysis and variance reportingScenario modeling and sensitivity analysisStrategic finance advisory and executive‐level decision supportWhat We Are Looking For5 or more years of experience in strategic finance, FP&A, or corporate financeBackground in roles such as FP&A Analyst, Senior FP&A Manager, Capital Allocation Specialist, or Strategic Finance LeadCFA designation or MBA with a Finance concentration preferredStrong command of financial modeling, forecasting methodology, and business case developmentAbility to articulate why an analysis is correct or flawed in transparent, written formComfortable working independently in a remote, async‐first environmentWork Style and ExpectationsThis 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.CompensationRate: $100-125/hr (USD)Payment: Via Deel, fortnightlyCommitment: 15-20+ hours/week (minimum 10+ hours/week)

📌 Strategic Finance Lead | Remote (Ottawa)
🏢 Crossing Hurdles
📍 Ottawa