Staff Accountant - AI Trainer

DataAnnotation; Winnipeg; Remote; CAD 78,000 - 245,000; Part time

Benefits offered by this job

Remote work

Flexible schedule

Job summary

DataAnnotation is seeking an Accountant to validate AI-generated accounting outputs against real-world practice. You will grade prompts and model results, identify misapplications of standards, and provide corrected explanations with clear workings.

This is a flexible, remote role suited to professionals with a CPA/ACCA or equivalent training and solid English communication. Expect to test bookkeeping, financial reporting, and tax scenarios, then write precise, correct answers and show your

Qualifications

• CPA, ACCA, or equivalent training, or professional accounting experience.
• Comfort across bookkeeping, financial reporting, or tax.
• Clear written English: your explanations are the training signal.

Responsibilities

• Write prompts that test how models handle bookkeeping, reporting standards, and tax scenarios.
• Review AI output for misapplied standards, arithmetic slips, and entries that don't reconcile, and rate the reasoning.
• Write the correct answer when the model falls short, with the working shown clearly.

Skills

CPA/ACCA training

Accounting experience

Clear written English

Education

CPA/ACCA or equivalent certification

Job description

Models produce confident accounting answers that fail on the details: misapplied standards, broken reconciliations, and journal entries that don't balance.

As an Accountant you'll grade AI output against real accounting practice and write the answers a careful professional would give.

What you’ll actually do

• Write prompts that test how models handle bookkeeping, reporting standards, and tax scenarios.
• Review AI output for misapplied standards, arithmetic slips, and entries that don't reconcile, and rate the reasoning.
• Write the correct answer when the model falls short, with the working shown clearly.

Roles this fits

Common backgrounds: Corporate Controller, Revenue Accountant, Staff Accountant.

What we look for

• CPA, ACCA, or equivalent training, or professional accounting experience.
• Comfort across bookkeeping, financial reporting, or tax.
• Clear written English: your explanations are the training signal.

How it works

Compensation

Up to $40 – $125+/hr depending on task difficulty and specialization. Many contributors add $10k–$100k+ a year; some make it their full-time income.

About DataAnnotation

DataAnnotation is where 100k+ experts train the world’s leading AI models. $150M+ paid to contributors to date, and the average contributor stays 5+ years. Flexible, remote, and always project-available.