Investment Banking AI Evaluation Specialist

Obsidian; New York (NY); Remote; USD 2,410,800 - 2,961,840; Part time

Job summary

Obsidian is seeking experienced investment banking professionals to enhance AI systems for financial modeling and deal execution. This project-based role offers competitive compensation based on the quality of completed tasks, usually between $1,750 and $2,150.

The ideal candidate will have over 3 years of relevant banking experience, strong analytical skills, and proficiency in various investment banking areas. Opportunities for ongoing engagement and potential hourly compensation may arise based on performance.

Qualifications

• 3+ years of professional experience at a bulge bracket, elite boutique, middle market, or regional investment bank.
• Strong analytical thinking and ability to translate deal workflows into structured evaluation tasks.
• Clear written communication and attention to detail.

Responsibilities

• Review and evaluate AI-generated outputs related to financial modeling and valuation methodologies.
• Create realistic scenarios based on investment banking workflows.
• Annotate, label, and validate data across IB use cases.
• Provide structured feedback on AI accuracy in industry-specific conventions.
• Collaborate asynchronously with research teams on evaluation frameworks.

Skills

M&A advisory

Equity capital markets

Debt capital markets

Leveraged finance

Restructuring

Analytical thinking

Clear written communication

Education

Series 7, 63, 79 or CFA designation

Job description

Obsidian is seeking experienced investment banking professionals to enhance AI systems for financial modeling and deal execution. This project-based role offers competitive compensation based on the quality of completed tasks, usually between $1,750 and $2,150.

The ideal candidate will have over 3 years of relevant banking experience, strong analytical skills, and proficiency in various investment banking areas. Opportunities for ongoing engagement and potential hourly compensation may arise based on performance.