Brennan Oleary

About Brennan Oleary

I am an experienced HR and Total Rewards professional with a proven track record of partnering with leaders and global organizations to design and deliver people-focused solutions that drive business outcomes.My expertise extends to creating retirement communications for plan changes and terminations, as well as collaborating on innovative solutions to enhance internal employee development. Guided by a commitment to retention strategies and talent initiatives, I aim to foster environments where employees can thrive, and organizations can exceed their goals.

Experience

1. Ai Evaluation Expert - Finance and Employee Benefits

   Mercor

   Dec 2025 — Present

   Working at the intersection of human judgement and AI, evaluating and strengthening LLM reasoning, logic and critical thinking capabilities.• Conducting in-depth evaluations of large language models (LLMs), focusing on reasoning quality, critical thinking, and complex decision-making• Stress testing AI systems using real-world financial scenarios to identify logical failures and performance gaps• Designing and applying structured evaluation frameworks using performance insights to improve LLM reasoning, consistency, and overall effectiveness

Education

• Henry Ford College

  Associate Degree, Accounting

• Walsh College

  Master of Business Administration (MBA)

• Walsh College

  Bachelor Degree, Finance

Skills

• Employee Benefits
• Banking
• Cross Selling
• Finance
• Valuation
• Process Improvement
• Microsoft Office
• Sales
• Leadership
• Business Analysis
• Data Analysis
• Financial Analysis
• Project Management
• Retail Banking
• Analysis
• Microsoft Excel
• Team Building
• Management
• Customer Service