Overview

Models can recommend a portfolio that reads well and quietly breaks every rule that matters: concentrated bets dressed as diversification, a Sharpe ratio computed on overlapping exposures, position sizing that ignores liquidity and drawdown. Someone has to see the risk the model can't, and that someone is you.

As a Portfolio Manager you'll evaluate AI-built investment theses and allocations, check the risk and construction behind them, and write the judgments that teach models how capital is actually put to work.

What you’ll actually do

- Evaluate AI investment theses on real names: the catalyst, the valuation, and whether the thesis has an edge or just a story.
- Interrogate the construction : position sizing, correlation, liquidity, and the risk the model waves away.
- Write the sharper call when the model falls short, with the conviction and risk framing a real book demands.

Roles this fits Common backgrounds: Portfolio Manager, Buy-Side Analyst, Hedge Fund Analyst.

What we look for





- Buy-side experience: portfolio management, hedge fund, or asset-management research.
- Fluency with portfolio construction, risk, and security analysis.
- Clear written English: your explanations are the training signal.
- No degree required. We care about what you can do, not where you learned it.

Compensation Up to $125+/hr depending on task difficulty and specialization. Many contributors add $100k–$200k a year; some make it their full-time income.

About DataAnnotation

DataAnnotation is where 1M+ experts train the world’s leading AI models. Hundreds of millions paid to contributors to date, and the average contributor stays 5+ years. Adaptable, remote, and always project-available.

Apply now

Hourly rate up to $125+ / hour

Commitment Flexible hours

Type Independent contractor

Payouts Weekly

Apply now

📌 Portfolio Manager (AI Training) (Canada)
🏢 DataAnnotation
📍 Canada