Remote AI Data Annotator & Insight Specialist

Weekday AI (YC W21); United States; Remote; USD 69,000 - 124,000; Full time

Job summary

Weekday AI (YC W21) is seeking a remote Generalist contractor to help train next-generation AI systems. You'll analyze, annotate, and provide high-quality input across diverse topics to shape how models learn, reason, and perform. No prior AI experience required, just clear communication and reliability.

This role emphasizes meticulous attention to detail, strong English skills, and the ability to work independently in a digital-first environment while meeting project requirements on time.

Qualifications

• Exceptional command of written and spoken English.
• Strong critical thinking and analytical skills.
• Proven ability to deliver precise, detail‑oriented work in independent and collaborative settings.
• Experience with data labeling or annotation projects is a plus.

Responsibilities

• Analyze, evaluate, and annotate a variety of data sets to support AI system training and validation.
• Deliver clear, high‑quality written input and feedback based on project requirements.
• Participate in reviewing, refining, and improving model outputs to ensure relevance and accuracy.
• Engage in problem‑solving tasks that require critical thinking across multiple domains.
• Follow project guidelines and participate in quality assurance processes to meet deliverable standards.
• Communicate findings and insights effectively through written and verbal channels.

Skills

English writing

Critical thinking

Analytical skills

Attention to detail

Data labeling

Remote collaboration

Job description

Weekday AI (YC W21) is seeking a remote Generalist contractor to help train next-generation AI systems. You'll analyze, annotate, and provide high-quality input across diverse topics to shape how models learn, reason, and perform. No prior AI experience required, just clear communication and reliability.

This role emphasizes meticulous attention to detail, strong English skills, and the ability to work independently in a digital-first environment while meeting project requirements on time.