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Remote Tax AI ExpertWeekday Ai • Oshawa, Ontario
Remote Tax AI Expert

Remote Tax AI Expert

Weekday Ai • Oshawa, Ontario
30+ days ago
Job type
  • Full-time
  • Part-time
  • Remote
Job description

This role is for one of our clients

Compensation: $100-$120 per hour (20 hours per week commitment)
Job Type: Part-time / Contract

Location: US, UK, Canada, France, Portugal (remote)

We are seeking a highly motivated and detail-oriented Tax AI Expert to join our team at the intersection of taxation, data, and emerging technologies. This role is ideal for professionals with a strong foundation in tax principles who are eager to leverage artificial intelligence to optimize tax processes, enhance compliance, and support strategic decision-making.

Key Responsibilities

  • Lead and support tax provision and planning activities by integrating AI-driven tools to improve accuracy, forecasting, and efficiency in tax calculations and reporting.
  • Design and implement intelligent solutions to streamline sales tax, payroll tax, and multi-jurisdictional tax compliance, ensuring adherence to varying regional and international tax laws.
  • Analyze complex tax datasets using advanced analytics and machine learning models to identify risks, opportunities, and cost-saving strategies.
  • Oversee and enhance regulatory filing and reporting requirements, ensuring timely and accurate submissions in line with statutory obligations.
  • Collaborate with cross-functional teams including finance, legal, and technology to embed AI solutions into existing tax workflows.
  • Monitor evolving tax regulations and assess their impact on automated systems and organizational compliance strategies.
  • Develop and maintain documentation for AI-driven tax models, ensuring transparency, auditability, and alignment with governance standards.
  • Support audits by providing AI-backed insights, reconciliations, and documentation to internal and external stakeholders.
  • Continuously evaluate and improve AI models for tax applications, ensuring scalability, reliability, and compliance with regulatory frameworks.

Required Skills & Qualifications

  • Bachelor’s or Master’s degree in Accounting, Finance, Taxation, Data Science, or a related field; CA, CPA, or equivalent qualification preferred.
  • 2–8 years of experience in tax roles with exposure to tax provision, planning, and compliance.
  • Strong understanding of sales tax, payroll tax, and multi-jurisdictional tax frameworks, including indirect tax systems such as GST/VAT.
  • Experience with regulatory filings and reporting standards, including corporate tax returns, statutory disclosures, and compliance documentation.
  • Familiarity with AI/ML concepts and tools (e.g., Python, SQL, data analytics platforms) and their application in financial or tax domains.
  • Ability to translate complex tax rules into automated logic or AI-driven workflows.
  • Strong analytical and problem-solving skills with attention to detail.
  • Excellent communication skills to explain technical concepts to non-technical stakeholders.

Preferred Qualifications

  • Experience working with tax technology platforms or ERP systems (e.g., SAP, Oracle).
  • Exposure to automation tools such as RPA or AI-based compliance solutions.
  • Knowledge of global tax regulations and cross-border compliance requirements.

What We Offer

  • Opportunity to work on cutting-edge AI applications in taxation.
  • A collaborative and innovative work environment.
  • Career growth at the intersection of finance and technology.
  • Competitive compensation and benefits.
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Remote Tax AI Expert • Oshawa, Ontario

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