Capital Allocation Specialist - Remote AI Evaluation Freelance Role

About the Role

Crossing Hurdles is partnering with a US-based AI frontier lab to source senior corporate finance professionals for remote, freelance AI evaluation work. This is not a traditional finance role. Our client is building and refining AI systems that need to think, reason, and respond like real practitioners - and they need Capital Allocation Specialists who can tell the difference between a model that gets it right and one that gets it wrong.

What You Will Do

• Review and evaluate AI-generated responses related to capital allocation, investment decisions, and financial planning
• Rate outputs for accuracy, depth, and real-world applicability
• Write and refine prompts that challenge AI models on complex finance scenarios
• Provide expert feedback that directly shapes how AI tools reason through capital structure, ROI analysis, and resour...