WA

Weekday AI (YC W21)

Verified Job SourceRecruitment agency

Curated top jobs for you

Technology, Information and Internet
51–200 people

About

Finding a great startup job should not feel like a second job. Weekday AI brings the most exciting roles from premium YC and VC-backed startups into one place. Our team hand-picks every listing, so you skip the agency spam and the dead links and go straight to companies building things that matter. Why people use Weekday AI? Curated roles from premium YC and VC-backed startups Fresh jobs every week, picked by humans AI that helps you apply in minutes Free to join Your next role should come from a company you are proud to work at. We help you find it. Browse live roles at jobs.weekday.works

Open positions

Policy Administration & Insurance Operations Manager

Remote · Canada

Design and evaluate realistic insurance policy-processing scenarios to train AI models on operational standards. Create high-quality reference responses and grade AI outputs for accuracy, completeness, and procedural adherence.

Disability Claims & Underwriting Specialist

Remote · Canada

Design realistic disability adjudication scenarios and evaluate AI model outputs against industry standards. Create high-quality reference responses and provide feedback to improve model reasoning regarding medical and vocational evidence.

STEM PhDs and Technical Domain Experts

Remote · Canada

Contribute subject matter expertise to create high-quality data for state-of-the-art large language models. Develop complex problems within your specific technical domain to advance AI innovation.

Public Sector / Legal / GTM Experts

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. Contribute to high-impact evaluation projects by leveraging expertise in government, public sector, or GTM roles.

Real Estate / Property Professionals

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents related to real estate and property management. Ensure the quality, accuracy, and relevance of the evaluated content.

Retail / Clienteling professionals

Remote · Canada, United Kingdom, United States

You will review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. This role involves contributing to high-impact evaluation projects within a retail and client-facing sales context.

Job Seeker - New Grad

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. Contribute to high-impact evaluation projects by leveraging domain expertise.

Job Seeker - New Grad

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents. Ensure the quality, accuracy, and relevance of documents for high-impact evaluation projects.

Finance / IR experts

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. Contribute to high-impact evaluation projects using your financial expertise.

GTM / Marketing Experts

Remote · Canada, United Kingdom, United States

You will review, assess, and provide structured feedback on domain-specific marketing documents to ensure quality and accuracy. This role involves contributing to high-impact evaluation projects while working independently.

Education / Student

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents. Ensure the quality, accuracy, and relevance of the evaluated materials.

Education / Student

Remote · Canada, United Kingdom, United States

You will review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. This role involves contributing to high-impact evaluation projects while working independently.

GTM / Marketing Experts

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific marketing and GTM documents. Ensure the quality, accuracy, and relevance of high-impact evaluation projects.

Finance / IR experts

Remote · Canada, United Kingdom, United States

Review and assess domain-specific financial documents to provide structured feedback. Ensure the quality, accuracy, and relevance of high-impact evaluation projects.

Finance / Business Ops Experts

Remote · Canada, United Kingdom, United States

Professionals will review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. The role involves contributing to high-impact evaluation projects while working independently.

Product / Platform Experts

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and relevance. Contribute to high-impact evaluation projects by leveraging platform-focused product management expertise.

Generalist

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. Contribute to high-impact evaluation projects by leveraging domain expertise.

Product / Platform Experts

Remote · Canada, United Kingdom, United States

Review, assess, and provide structured feedback on domain-specific documents to ensure quality and accuracy. Contribute to high-impact evaluation projects using platform-focused product management expertise.

Engineering / Platform Professionals

Remote · Canada, United Kingdom, United States

Review and evaluate engineering, infrastructure, and platform-related documents for technical accuracy and clarity. Provide structured, objective feedback and identify gaps or inconsistencies in technical solutions.

Business Owner / Founder

Remote · Canada, United Kingdom, United States

Review and evaluate business documents, plans, and presentations to provide structured, expert feedback. Identify inconsistencies and gaps while applying independent professional judgment to ensure accuracy and commercial relevance.