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 Role Our 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 Expectations This is a versatile 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.

Compensation Rate:

$100-125/hr (USD)

Payment:

Via Deel, fortnightly

Commitment:

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

You May Be a Good Fit If You 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