Senior ML Engineer

at Chess.com · California, US

Engineering & Development Full-time (Remote) Anywhere in the World Parent-friendly 50

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About this role

Headquarters: California, US
URL: https://www.chess.com/about

About You

You believe in the power of ML and AI to build amazing, interesting, and insightful products and services for humanity… and you’d love to do that in chess!

 

What you'll do

  • Own ML-driven product features, identifying opportunities through to modeling, deployment, experimentation, and impact.
  • Partner with Product, Leadership, Growth, and Data Science to determine which problems should (and shouldn’t) be solved with ML, define success metrics, and iterate based on real-world performance.
  • Design, build, and ship scalable ML systems, including data pipelines, training workflows, and production model serving infrastructure.
  • Prototype rapidly and iterate regularly, developing repeatable evaluation frameworks, running experiments, and improving models based on results
  • Shape our ML architecture and MLOps practices, establishing standards for experimentation, deployment, monitoring, and retraining as we scale.
  • Drive innovation in Generative AI, exploring how we can best use LLMs and agents to power new user experiences and internal productivity tools.
  • Provide technical leadership and mentorship, mentoring more junior team members, influencing our roadmap, and raising AI/ML literacy across the company.

 

Preferred Skills

  • 5+ years of demonstrated, hands-on experience building scaled ML systems, training large ML models, or equivalent experience.
  • 1+ year of AI engineering experience.
  • Strong technical skills and judgment around coding, testing, and building for scale.
  • Strong practical ML knowledge, solid knowledge of ML theory, and a working understanding of the AI application stack and lifecycle in the context of foundation models, from evaluation to deployment.
  • High sense of ownership and a drive to deliver impact in a fast-paced, evolving, ambiguous environment.

 

About the Opportunity

  • This is a full-time opportunity
  • We are 100% remote (work from anywhere!)

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You can learn more about us here:

To apply: https://weworkremotely.com/remote-jobs/chess-com-senior-ml-engineer

Why we flagged this for parents & caregivers

FlexCareers scored this listing 50/100 on parent-friendliness based on the language the employer used in their own posting. We did not see explicit parent-friendly keywords (async, part-time, flexible hours, parental leave) — but the role is fully remote, which is the baseline filter for inclusion on FlexCareers. Read the application page closely and ask about parental leave, expected meeting hours, and core overlap windows during your first conversation. Employers who answer those questions clearly are usually the ones who'll respect the boundaries later.

Questions worth asking before you apply

  • What are the required core hours of overlap, and which timezone are they in?
  • How is on-call or after-hours coverage handled?
  • What does parental leave actually look like — duration, pay, ramp back?
  • What's the expected response time on Slack / chat outside of meetings?
  • How does the team handle a sick kid day or a school pickup window?

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