AI Tutor, Computer Science / Machine Learning Specialist (contract), Handshake AI

About Handshake AI

Handshake is building the career network for the AI economy. Our three-sided marketplace connects 18 million students and alumni, 1,500+ academic institutions across the U.S. and Europe, and 1 million employers to power how the next generation explores careers, builds skills, and gets hired.

Handshake AI is a human data labeling business that leverages the scale of the largest early career network. We work directly with the world’s leading AI research labs to build a new generation of human data products. From PhDs in physics to undergrads fluent in LLMs, Handshake AI is the trusted partner for domain-specific data and evaluation at scale.

This is a unique opportunity to join a fast-growing team shaping the future of AI through better data, better tools, and better systems—for experts, by experts.

Now’s a great time to join Handshake. Here’s why:

• Leading the AI Career Revolution: Be part of the team redefining work in the AI economy for millions worldwide.

• Proven Market Demand: Deep employer partnerships across Fortune 500s and the world’s leading AI research labs.

• World-Class Team: Leadership from Scale AI, Meta, xAI, Notion, Coinbase, and Palantir, just to name a few.

• Capitalized & Scaling: $3.5B valuation from top investors including Kleiner Perkins, True Ventures, Notable Capital, and more.

About the Role

As an AI Tutor, Computer Science / Machine Learning Specialist, you will play a vital role in shaping how advanced AI models understand and communicate complex computing concepts. Leveraging your expertise in algorithms, data structures, systems, and software engineering, you’ll evaluate and improve AI-generated content to ensure technical accuracy, conceptual clarity, and educational value. Your work will directly support the training of large language models (LLMs) used in software development, computer science education, and technical research.

This is a remote contract position with variable time commitments. The services provided are supplementary and distinct from Handshake’s core business operations.

Day-to-day responsibilities include

• Using internal tools to review and refine AI-generated responses related to computer science and software engineering

• Assessing outputs for technical correctness, programming relevance, and clarity in areas such as algorithms, data structures, operating systems, networking, databases, and software design patterns

• Curating high-quality datasets used for training and fine-tuning AI models in computing domains

• Identifying blind spots, edge cases, and misleading explanations in computer science topics

• Collaborating with cross-functional AI teams to improve content quality and knowledge alignment across technical disciplines

Desired Capabilities

• PhD in Computer Science, Software Engineering, or a related technical field OR 3+ years of professional experience in software engineering, CS research, or technical education

• Strong understanding of core CS topics including algorithms, data structures, programming paradigms, and systems fundamentals

• Proficiency in at least one major programming language (Python, Java, C++, Go, Rust, JavaScript)

• Strong written communication skills, especially when explaining technical concepts clearly and concisely

• Ability to critically evaluate technical content and provide constructive feedback

• Comfortable working independently and navigating ambiguity in evolving workflows

Extra Credit

• Publications in peer-reviewed computer science journals or conferences

• Teaching, tutoring, or curriculum development experience in computer science

• Experience with competitive programming or open-source contributions

• Familiarity with LLMs, prompt engineering, or AI-driven educational tools

• Background in human-in-the-loop feedback systems or technical annotation pipelines

Additional Information

• Engagement: Contract, remote, variable time commitment

• Schedule: Flexibility required, with some evening and weekend availability

• Location: Fully remote (no visa sponsorship available)

• Technical Requirements: Personal device supporting Windows 10 or macOS Big Sur 11.0+ and reliable smartphone access for secure login and multi-factor authentication