Investment Specialist – Freelance AI Trainer Project

Canada
Remote
Posted Oct 9, 2026
1 position

$6–$65 / hour

Opens an external site

Employment type: Contract
Experience level: Entry, Junior · 0+ years
Posting language: English
Working hours: 40 hours per week

Job summary

The role involves designing and executing complex financial scenarios to test and refine the reasoning capabilities of artificial intelligence models. You will evaluate AI-generated responses for factual accuracy and logical rigor while providing structured feedback to improve model performance.

Job details

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for an Investment Specialist – Freelance AI Trainer Project based in Canada. In this innovative freelance role, you will leverage your expertise in financial markets and asset management to train and refine next-generation artificial intelligence models. Operating in a flexible, 100% remote environment, you will play a crucial role in enhancing AI reasoning across equity analysis, portfolio construction, risk management, and market valuation. By designing complex financial scenarios, probing system capabilities, and capturing failure modes, your insights will directly impact how future AI tools analyze economic data and support global investment decision-making. Working alongside an international team at the intersection of finance and machine learning, you will help shape transparent, highly accurate analytical frameworks for professionals and investors worldwide. \n Accountabilities: Formulate, execute, and document realistic investment scenarios, market-based reasoning tasks, and financial analysis prompts to test the boundaries of advanced language models. Evaluate the factual accuracy, quantitative rigor, and financial logic of AI-generated responses across asset classes, including equities, fixed income, derivatives, and macroeconomics. Identify, capture, and analyze detailed error traces, logic breakdowns, and oversimplifications in model outputs to improve analytical depth and reasoning accuracy. Provide clear, structured, and metacognitive feedback ("showing your work") to refine system prompts, evaluation guidelines, and benchmark datasets. Collaborate on improving model performance related to portfolio management, valuation methodologies, technical and fundamental analysis, and risk assessment. Requirements: Foundational to advanced knowledge of investment topics, such as financial modeling, asset allocation, portfolio management, risk evaluation, and macroeconomic market dynamics. Background in finance, economics, accounting, business administration, or related fields, though practical knowledge and analytical capability are prioritized. Strong critical thinking and metacognitive abilities, with a proven knack for explicitly articulating complex reasoning, step-by-step logic, and analytical decisions. Experience in asset management, equity/fixed-income research, financial planning, brokerage, or financial analysis is highly valued; motivated entry-level candidates with strong financial literacy are welcome. High attention to detail, excellent written English communication, and comfort working independently in a remote settings. Access to a secure, personal computer and a high-speed, reliable internet connection. Benefits: Highly competitive hourly pay rate ranging from $6 to $65 per hour, calibrated to experience, domain expertise, and local market rates. 100% remote work flexibility, allowing you to set your own schedule and manage your workload from anywhere. Freelance autonomy with direct engagement on cutting-edge frontier AI and machine learning projects. Opportunity to build cross-disciplinary expertise at the intersection of advanced artificial intelligence and global financial markets. \n How Jobgether works: We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team. We appreciate your interest and wish you the best! Why Apply Through Jobgether? Data Privacy Notice: By submitting your application, you acknowledge that Jobgether will process your personal data to evaluate your candidacy and share relevant information with the hiring employer. This processing is based on legitimate interest and pre-contractual measures under applicable data protection laws (including GDPR). You may exercise your rights (access, rectification, erasure, objection) at any time. #LI-CL1

What you’ll do

Requirements

Candidates should possess foundational to advanced knowledge in investment topics such as financial modeling, asset allocation, and risk management. Strong critical thinking skills and the ability to articulate complex analytical reasoning are essential for this position.