Weekday, Inc. Logo

Weekday, Inc.

Tax AI Expert

Reposted 22 Hours Ago
Be an Early Applicant
Remote
Hiring Remotely in Canada
Senior level
Remote
Hiring Remotely in Canada
Senior level
Lead integration of AI-driven tools into tax provision, planning, and multi-jurisdictional compliance. Design ML/analytics solutions for sales and payroll tax, enhance regulatory filings, support audits, and collaborate with finance, legal, and technology teams. Monitor tax regulation changes, document AI tax models for transparency and governance, and continuously refine models for scalability, reliability, and compliance.
The summary above was generated by AI

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.


RequirementsKey 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.

Similar Jobs

An Hour Ago
Remote or Hybrid
Mid level
Mid level
Cloud • Fintech • Information Technology • Machine Learning • Software
Build and maintain scalable backend microservices for document ingestion, processing, and storage. Develop features, ensure test coverage and reliability, debug production issues, contribute to CI/CD and DevOps practices, refactor monoliths, write technical documentation, and collaborate with product and design teams to improve Xero's document platform.
Top Skills: .NetAWSC#DockerKubernetesNew Relic
3 Hours Ago
Easy Apply
Remote
Canada
Easy Apply
Senior level
Senior level
Big Data • Fintech • Mobile • Payments • Financial Services
Lead and grow an ML training & serving platform team, define and execute roadmap for model training, deployment, GPU infrastructure, and low-latency serving, drive operational health, partner with ML and infrastructure teams, and recruit and develop platform engineers.
Top Skills: Deep LearningDeployment WorkflowsDistributed SystemsGpuMl InfrastructureModel ServingModel TrainingTransformer
5 Hours Ago
Remote or Hybrid
Canada
Senior level
Senior level
Financial Services
Advise payments business on regulatory and policy requirements, design and assess compliance controls, support risk assessments, manage incidents and remediation, prepare for regulatory examinations, produce governance materials, and deliver training to ensure payments operations meet Canadian regulatory expectations.

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account