Overview

AI Data Annotator | Remote Jobs in Canada at Crossing Hurdles

Title: AI Data Annotator | Remote

Company: Crossing Hurdles

Location: Canada

Position: Inbox Optimization Expert

Type: Hourly contract

Location: Remote

Commitment: 10–40 hours/week

Role Responsibilities

  • Review and assess email inbox structures, labeling systems, and categorization workflows.
  • Provide structured and actionable feedback to improve email organization and user experience.
  • Identify communication patterns to support AI understanding and prioritization of emails.
  • Contribute to the development of high-quality datasets and evaluation frameworks.
  • Collaborate with cross-functional teams to refine AI-driven workflow outputs.
  • Maintain high accuracy and attention to detail in all evaluations and annotations.
  • Support AI training initiatives focused on communication and inbox optimization.

Requirements

  • Strong analytical skills with high attention to detail.
  • Familiarity with email organization best practices including labels, filters, and folder systems.
  • Ability to provide clear, structured written feedback on workflows.
  • Experience working in collaborative and cross-functional environments.
  • Ability to work independently in a remote setting.
  • Strong written communication skills.
  • Interest in AI, data annotation, or workflow optimization.

Application Process (Takes 20 Min)

  • Easy Apply on LinkedIn
  • Check email for next steps
  • Participate in resume evaluation & interview stage
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