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About Bespoke Labs
Bespoke Labs is an AI research and data company building the datasets, benchmarks, and evaluation infrastructure that power frontier AI models. We're backed by leading investors, trusted by top AI labs, and have research accepted at venues like ICLR 2026. Our team is small, moves fast, and has an outsized impact on how the next generation of AI is built.
The Role
We're hiring mid-level software engineers across all core coding disciplines. Whether you build backend APIs, data pipelines, ML tooling, or full-stack products — if you write clean code and care about impact, we want to hear from you.
What You'll Do
Own meaningful technical work end-to-end — from design through deployment
Build and maintain backend services, APIs, and data pipelines
Collaborate with researchers and ML engineers to ship high-impact features
Contribute to architectural decisions, not just implement them
Write clean, well-tested, well-documented code
Debug and resolve issues across complex distributed systems
Participate in code reviews and help raise the technical bar
What We're Looking For
3–5 years of professional software engineering experience
Strong foundations in your core domain — backend, data, ML tooling, or full-stack
Proficiency in Python and fluency in at least one additional language (TypeScript, Go, Rust, SQL, etc.)
Experience working in production environments with real users
Comfort with ambiguity and ability to operate autonomously
Strong communication skills and collaborative working style
Genuine interest in AI, LLMs, or data-driven systems
Nice to Have
Prior experience at an AI, ML, or data company
Familiarity with LLM training, fine-tuning, or RLHF pipelines
Experience with large-scale data pipelines or annotation platforms
Open-source contributions or published technical writing
Background working alongside AI research teams
What We Offer
Competitive compensation and meaningful equity
Direct impact on how frontier AI models are built
Flexible, remote-friendly environment with low bureaucracy
A small, high-caliber team with deep AI research expertise
Health, wellness, and learning & development benefits
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
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- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
