About

• Wisedocs is a fast-growing, venture-backed AI platform that transforms how insurance companies analyze claims. With ~$20M USD raised, 100+ team members globally, and 90+ customers across North America and Australia, we’re doubling revenue year over year.
• Founded by experts who’ve experienced the claims process firsthand, Wisedocs combines deep domain knowledge with next-gen AI trained on 100M+ documents. Our platform turns complex medical records into clear, structured insights—backed by expert human oversight.
• Join a mission-driven team building intelligent products that cut through complexity, accelerate decision-making, and make a real impact when it matters most.
• Role Summary

• As we continue to grow, we are seeking a Medical Data Annotator to join our team. This role is designed for new graduates or early-career professionals seeking hands-on experience working with AI systems in a fast-paced and fast-growing technology company. You will act as a subject-matter expert embedded directly into AI workflows, evaluating, correcting, and enhancing AI-generated medical outputs and actively seeing first-hand how human judgment shapes machine learning outcomes. As an integral part of our innovative and cutting-edge environment, you will gain direct exposure to how AI products are built, improved, and scaled in a real-world startup environment, working alongside our team of brilliant machine learning and tech engineers.
• This position offers a strong foundation for career growth, helping you develop technical fluency, data literacy, and an AI-first mindset. For individuals who demonstrate strong performance and curiosity, this role can serve as a stepping stone into more technical paths within AI operations, quality, or machine learning teams.
• What you’ll be doing
• Review, validate, and improve AI-generated outputs
• Identify systemic errors, edge cases, and opportunities to improve model performance
• Must be able to review and document with strong quality focus and application of clinical experience to extract key information for medical summaries and compare data with source documents to detect clinical or technical errors
• Provide structured feedback to QA and Machine Learning teams on model behavior, error patterns, and data quality issues to directly influence training and iteration cycles
• Identify recurring data issues or annotation inefficiencies and propose workflow or tooling improvements
• Meet or exceed defined productivity and quality benchmarks in a high-throughput, AI-assisted production environment
• Other duties and projects as assigned
• What experience we need
• Background in health sciences, clinical documentation, or medical data is valued; however, demonstrated interest in technology, AI-enabled workflows, or data-driven systems is essential
• Comfort working with AI-generated outputs and a mindset oriented toward leveraging automation to improve speed, consistency, and scale
• This position is ideal for candidates with health sciences or clinical background seeking to evolve their careers in a more technical direction.
• This role serves as an entry point for career growth into more technical roles, including Quality, AI Operations, or Machine Learning teams, for individuals who demonstrate strong performance, technical aptitude, and curiosity.

• Technical & Analytical Skills
• High comfort working in web-based tools, annotation platforms, and productivity software
• Strong keyboard proficiency and ability to work efficiently in high-volume digital environments
• Ability to learn new tools quickly and adapt to evolving AI-driven workflows
• Basic understanding of how machine learning systems are trained and improved (training provided)
• Experience with data labeling, QA workflows, or structured data review is a plus
• Exceptional grammar, communication and writing skills
• High level of accuracy, attention to detail and ability to exercise flexibility and comfort making judgment calls related to AI outputs
• Ability to balance speed and accuracy in a production environment
• Ability to work independently as well as collaboratively in a team-oriented environment

• What We Offer
• Flexible hybrid environment with the option to collaborate in-person at our Toronto HQ.
• Modern employee benefits, including health and dental coverage
• Competitive compensation, with valuable stock options, as we’re still a young company growing very quickly.
• An opportunity to develop very rapidly in your career. We can offer you a super-immersive learning environment, and when you thrive there, you will have the opportunity to rapidly develop this opportunity into senior practitioner or management opportunities as you choose.
• Access to a learning and professional development fund to help you level up your career while you’re working with us. We hope to be an incredible step up in your career if you decide to come and work with us.
• Company events
• Generous Paid Time Off
• Paid Sick Days
• Casual Dress code
• Employee Referral Bonus
• Tuition Assistance
• Plus, many other Recognition Programs!

• Recruitment Journey at Wisedocs

We're excited to meet you and explore the possibilities together! At Wisedocs, honesty is one of our core values. Our Recruitment process is transparent to ensure you are set up for success

• Round 1 – People & Culture Chat: 20–30 min conversation about your background, goals, and the role.
• Between Round 1 & 2 - Technical Assessment: If you move forward, our People & Culture team will send you a technical assessment to complete.
• Round 2 – Meeting with the Performance Manager: A 30-minute discussion focused on your interest in technology and healthcare, as well as your experience working with medical records
• Round 3 – Meeting with the Medical Data Team Lead: A 30-minute conversation focused on your experience, your interest in working at Wisedocs, and a discussion around Wisedocs’ mission and impact.

• Compensation
• The target hourly range for this role is $18.00–$26.00 CAD, based on experience, skills, and impact, with the opportunity to move into a salaried position based on performance. This range supports growth within the role, with compensation increasing as you develop and contribute.
• We’re committed to fair and transparent pay and ongoing career development. If your expectations fall outside this range but you’re excited about the role, we still encourage you to apply.
• Note: We use AI-powered tools alongside human review to support a fair, inclusive, and efficient hiring process, helping us work smarter and create better experiences for our customers and team.
• This job posting is for current and future opportunities at Wisedocs. Even if there isn’t an immediate opening, we’re always excited to meet great people. If your experience lines up, we encourage you to apply — we’ll reach out when a role opens that’s a good fit.

• *Wisedocs AI is an equal opportunity employer and is committed to providing employment accommodation in accordance with AODA. If you require accommodation, please notify us and we will work with you to meet your needs.