Senior Software Engineer – Model Training, AI Evals

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🕒 June 29

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Chegg Inc.

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

🛍️ eCommerce

📚 Education

☁️ SaaS

eCommerce • Education • SaaS

Chegg Inc. is a software development company that provides individualized learning support to students pursuing their educational journeys. Available on demand 24/7, the Chegg platform is powered by over a decade of learning insights and offers AI-powered academic support. It connects students with a vast network of subject matter experts to ensure quality learning and helps millions of students build essential academic, life, and job skills for success.

📋 Description

• Design and own task-level evaluation frameworks for LLM agents and base models. • Build comparative benchmarking pipelines to assess leading frontier models against each other and against internal models. • Produce capability gap reports that quantify performance deltas across dimensions. • Define and drive synthetic data generation strategies to systematically address model shortcomings. • Lead or directly contribute to SFT, RLHF, RLAIF, and DPO training runs on industry-specific vertical foundation models. • Build scalable eval pipelines that run automatically on every training checkpoint.

🎯 Requirements

• 5+ years of ML/AI engineering experience, with at least 2–3 years focused on large language models. • Direct, hands-on experience at an LLM lab, AI research organization, or equivalent frontier AI team. • Familiarity with the full model lifecycle: pre-training data, post-training alignment, eval, and production deployment. • Deep practical expertise in post-training methods: SFT, RLHF, RLAIF, DPO, PPO. • Experience with reward modeling, preference data curation, and quality control for alignment pipelines. • Hands-on experience building synthetic data generation pipelines to address specific model capability gaps. • Proven track record of comparative benchmarking across leading foundation models.

🏖️ Benefits

• Health insurance • Flexible work arrangements • Professional development