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Senior Machine Learning Expert (AI Training) What if your deep expertise in machine learning could directly shape how the world's most advanced AI systems learn to reason, plan, and make decisions? We're looking for Senior Machine Learning Experts to author high-fidelity reasoning traces — the structured, step-by-step thinking patterns that teach large language models how to tackle complex, real-world problems reliably.

About The Role This isn't annotation work. This is senior-level intellectual contribution to the frontier of AI development. You'll be working alongside world-class AI research teams, bringing your architectural instincts and problem-solving depth to some of the most impactful training data being produced today. Fully remote. Flexible schedule. Contract-based with room to grow.

Organization

Organization: Alignerr

Type: Hourly Contract

Location: Remote

Commitment: 10–40 hours/week

What You'll Do

Author complex, high-fidelity reasoning traces that document how an LLM should plan, use tools, and make decisions step by step

Decompose sophisticated technical tasks into clear, logical, well-structured decision paths

Design data strategies that reflect real-world problem-solving across advanced ML scenarios

Review and mentor the quality of structured traces to ensure rigorous planning and tool-use documentation

Contribute directly to training pipelines for frontier AI models used by leading research labs





Who You Are

Deeply experienced in machine learning, AI research, or a closely related technical field

A natural systems thinker — you can break down complex problems into clean, logical, documented steps

Familiar with LLM architectures, evaluation methodologies, and training pipelines

Precise and structured in your written communication — you explain your reasoning, not just your conclusions

Comfortable working independently and asynchronously in a remote environment

Nice to Have

Prior experience with data annotation, quality evaluation, or AI training data workflows

Top-tier Kaggle competition results (Grandmaster or Master level) — a strong signal of model performance intuition and feature engineering depth

Hands-on experience with RLHF, chain-of-thought prompting, or tool-augmented LLM evaluation

Background in AI safety, alignment research, or reasoning benchmarks

Why Join Us

Work directly on frontier AI projects alongside world-leading research labs

Fully remote and flexible — structure your hours around your life, not the other way around

Freelance autonomy with the intellectual depth of genuinely meaningful, senior-level work

Rare opportunity to influence how the next generation of AI systems actually think and reason

Potential for ongoing work and contract extension as new projects launch

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Apply on Kit Job: kitjob.ca/job/2g90bk

📌 Senior Machine Learning Expert (Toronto)
🏢 Alignerr
📍 Toronto