Senior Software Engineer, Handshake AI Enterprise

Handshake was founded on a simple belief that everyone deserves a path to a great career, regardless of where they went to school or who they know. Today, we power 25 million job seekers, 1 million+ employers, and 1,600 educational institutions.

In 2025, we started Handshake AI and built the fastest-growing AI data business in history. We work directly with frontier AI lab researchers to create evaluations, publish benchmarks, and push the boundary of data. We’ve grown from $0 to ~$1B run rate and pay ~$60M to over 30K individuals every month.

Human data is the core infrastructure to AI advancement. Frontier AI labs currently improve model capabilities with various data-intensive post-training techniques. We believe that data spend for AI training will increase by 3-5x in the next few years and continue for much longer as models take on new domains. Handshake AI supports all of the frontier AI labs, working on their most complex data at the largest scale.

As a Senior Software Engineer on the Handshake AI Enterprise team, you'll own the product experience layer of AI applications we deploy directly into enterprise customer environments. You'll work closely with customers to deeply understand their workflows, translate ambiguous needs into crisp product decisions, and build end-to-end solutions that are genuinely delightful to use, not just functional.

This is not a role for engineers who treat product quality as an afterthought. We believe engineering craft is a meaningful part of what makes AI applications succeed in enterprise environments, and you'll be the person who holds that bar across every deployment.

This is a unique opportunity to pair direct customer impact with founding-team ownership, helping define what high-craft enterprise AI product looks like from the ground up.

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  Own the product experience of AI applications deployed into enterprise customer environments, from initial discovery through iteration

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  Work directly with customers to understand their workflows, pain points, and what "great" looks like in their context

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  Translate ambiguous customer needs into clear, well-crafted product and technical decisions

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  Build high-quality, full-stack features, from data models and APIs to the interfaces people actually use

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  Collaborate closely with Applied AI and Platform engineers on your deployment team to ship cohesive, production-grade solutions

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  Iterate rapidly based on real usage and customer feedback, with tight feedback loops

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  Establish product engineering standards and reusable patterns that help the team scale quality as we grow

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  Surface insights from customer deployments that inform Handshake's core product direction

• 5-6+ years of product engineering experience with strong fullstack instincts and a high bar for product quality

• Experience at a company where craft was a genuine priority, you've helped hold that bar, not just ship features

• Proficiency across the stack: comfortable with modern backend frameworks, APIs, and data modeling, as well as React/TypeScript on the frontend

• Strong opinions about product experience, you notice when things feel off and you fix them, regardless of which layer the problem lives in

• Ability to make pragmatic technical decisions that serve the product, not just the architecture

• Comfort working in ambiguous, fast-moving environments with real customers and real stakes

• Strong communication skills, you'll be in customer conversations regularly and need to translate between business needs and technical decisions

• Experience building or integrating AI-powered features in production, customer-facing products

• Background working in or alongside enterprise deployment environments

• History of close collaboration with designers, or a background in design yourself

• Experience at a company with a forward-deployed or embedded engineering model