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Careers at Bobsled
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AI Engineer

17 Sep 2025
Washington, DC, USA
Verified by Turrior

Content + Source + Freshness • 14 Feb 2026 • 95% confidence

85 / 100

Offer value

This position offers high value due to its focus on cutting-edge AI applications, strong company growth, and competitive compensation.

  • Competitive salary and equity opportunities.
  • Work on innovative AI solutions that directly affect user experiences.
  • Fully remote working arrangement, fostering flexibility.
Pros
  • Focus on advanced AI techniques and production-grade applications.
  • Opportunities to impact real-world data solutions.
  • Remote work flexibility allows for a better work-life balance.
Cons
  • Requires specialized skills with LLM applications.
  • Intense project demands may lead to high workloads.
  • Limited clarity on long-term company stability.

Who it's for

Mid-Senior • Fully Remote

Good fit
  • Mid-career AI engineers with specialized knowledge in LLMs.
  • Technical professionals eager to drive AI success in real applications.
  • Those interested in fully remote roles with flexible hours.
Not recommended for
  • Individuals lacking solid technical background in AI.
  • Candidates who prefer structured, non-technical roles.
  • Those not comfortable with remote work dynamics.

Motivation fit

Desire to solve complex AI challenges.Interest in working within data-driven environments.Willingness to iterate rapidly in a startup-like culture.

Key skills

AI/ML model tuningProduction code developmentExperiment design and evaluationSQL proficiency
Score: 85/100 AI verified analysis

About the job

About Bobsled

Bobsled is building AI-powered analytics experiences that turn natural language into accurate, production-grade insights. We’re looking for a hands-on AI Engineer to drive text-to-SQL accuracy and the systems that make our LLM-based application reliable in production.

What You’ll Do

  • Own the text-to-SQL accuracy problem end-to-end: design evals, iterate prompts, and improve retrieval/routing
  • Build and operate the experimentation and evaluation loop (automatic evals, regression suites, dataset curation)
  • Design pragmatic LLM application architectures (RAG, agent routing, tool-use orchestration) optimized for accuracy and latency
  • Ship production-grade code and support deployments; instrument, monitor, and troubleshoot model behavior in real customer environments
  • Partner closely with engineering and customers to improve semantic models, SQL generation, and data alignment
  • Create feedback loops from users to systematically capture issues and convert them into measurable improvements
  • Contribute to automation of environment provisioning and dev workflows to enable fast iteration

What We’re Looking For

  • 2+ years in ML/AI or data-focused engineering or data science roles building production systems data or AI systems
  • Demonstrated experience tuning LLM applications: prompt engineering, evals, retrieval, agent design, or similar
  • Strong hands-on coding in Python or TypeScript (TypeScript familiarity a plus; willingness to work across the stack required)
  • ML engineering mindset beyond notebooks: testing, CI, observability, performance, and deployment in production
  • Comfort with SQL and complex data modeling; familiarity with data warehouses and pipelines
  • Pragmatic, product-oriented approach—optimize for impact over novelty; complement existing systems rather than rebuild from scratch
  • Ability to design experiments, quantify improvements, and communicate trade-offs clearly

Nice to Have

  • Experience with text-to-SQL systems, semantic layers, or BI/analytics workflows
  • Exposure to RAG frameworks, knowledge graphs, vector stores, and evaluation tooling
  • Prior work in analytics engineering or data engineering environments

Success Looks Like

  • Measurable improvements in text-to-SQL accuracy across target datasets and partners
  • Reliable eval pipeline and regression suite running in CI to catch degradations
  • Clear architecture and documentation for context/agent systems that others can contribute to
  • Short feedback cycles with partners leading to fast, meaningful product wins

Compensation

  • Competitive salary and meaningful equity
  • Comprehensive benefits

#LI-REMOTE

-Remote

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