Remote | Freelance | $100-125/hr USD Crossing Hurdles is partnering with a leading US AI frontier lab to source experienced finance professionals for a high-impact remote consulting engagement. This is not a traditional contract role. You will be helping shape how AI systems understand and reason about complex financial concepts.
About the RoleOur client is building and refining AI models that need to perform accurately across specialized domains. As a Senior FP&A; Manager consultant, you will evaluate AI-generated financial content, identify errors in reasoning and methodology, and help improve model outputs across corporate finance use cases.
What You Will Do
Review and assess AI-generated responses related to FP&A; workflows and financial strategy
Identify factual, technical, and reasoning errors in model outputs
Write and refine high-quality financial prompts, scenarios, and evaluations
Provide expert-level annotations grounded in real-world finance practice
Flag gaps in how the AI handles budgeting, forecasting, and capital planning tasks
Domain Focus
Financial planning and analysis
Budgeting, forecasting, and variance analysis
Long-range planning and scenario modeling
Capital allocation and strategic finance
Management reporting and board-level presentations
What We Are Looking For
5+ years of experience in FP&A;,



strategic finance, or corporate finance
Target backgrounds: FP&A; Analyst, Senior FP&A; Manager, Capital Allocation Specialist, Strategic Finance Lead
CFA or MBA in Finance preferred
Strong command of financial modeling, forecasting methodology, and planning cycles
Ability to articulate where AI reasoning goes wrong and why
Comfortable working independently in a remote, async-first environment
Work Style and ExpectationsThis is a flexible remote engagement. You set your schedule. The work is async, output-driven, and can be completed alongside existing commitments. Preferred availability is 15-20+ hours per week, with a minimum of 10+ hours per week for consideration.
CompensationRate:
$100-125/hr (USD)
Payment:
Via Deel, fortnightly
Commitment:
15-20+ hours/week (minimum 10+ hours/week)
You May Be a Positive Fit IfYou have real FP&A; experience, strong opinions about financial modeling best practices, and an interest in how AI handles complex finance work. You do not need an AI background. Domain expertise is what matters here.
To apply, send your resume to Crossing Hurdles for review. Qualified candidates will be contacted for a brief onboarding call with the client team.
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📌 Senior Fp&A Manager - Ai Evaluation Consultant | Remote (Winnipeg)
🏢 Crossing Hurdles
📍 Winnipeg