Capital Allocation Specialist | Remote
Remote / Online - Candidates ideally in
Winnipeg, Manitoba, Canada
Listed on 2026-06-09
Winnipeg, Manitoba, Canada
Listing for:
Crossing Hurdles
Remote/Work from Home
position Listed on 2026-06-09
Job specializations:
-
Finance & Banking
Financial Analyst, Corporate Finance, Financial Consultant, Capital Markets
Job Description & How to Apply Below
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 resource prioritization
Flag errors, inconsistencies, or reasoning gaps from a practitioner's perspective
Domain Focus
Capital allocation strategy and portfolio prioritization
Investment analysis and return modeling
Corporate resource planning and budgeting
Financial risk assessment tied to capital decisions
Variance analysis and performance reporting against allocated capital
What We Are Looking For
5+ years of experience in corporate finance, FP&A, strategic finance, or capital planning
Prior roles such as Capital Allocation Specialist, FP&A Manager, Strategic Finance Lead, or Senior FP&A Analyst
CFA designation or MBA in Finance strongly preferred
Strong command of financial modeling, NPV, IRR, and scenario analysis
Ability to evaluate reasoning quality, not just surface-level accuracy
Excellent written communication and analytical thinking
Work Style and Expectations
This is a remote, asynchronous-friendly engagement. You set your own schedule within weekly hour commitments. Work is conducted independently, and strong performers are regularly considered for expanded retainer arrangements.
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 hands‑on experience making or advising on real capital allocation decisions, you can spot when a financial model or recommendation misses the mark, and you are looking for flexible, high-value remote work that puts your expertise to use in a meaningful way.
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