Weekday, Inc. Logo

Weekday, Inc.

Tax AI Expert

Reposted Yesterday
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

9 Hours Ago
Easy Apply
Remote or Hybrid
Canada
Easy Apply
Entry level
Entry level
Cloud • Information Technology • Security • Software • Cybersecurity
Remote French-speaking Sales Development Representative responsible for researching and prospecting leads, qualifying opportunities, scheduling meetings with decision-makers, and maintaining CRM records. Requires customer-facing experience, strong account development and qualification skills, bilingual English/French, and familiarity with AI tools to enhance workflows.
Top Skills: Ai ToolsCRMSalesforce
9 Hours Ago
Remote or Hybrid
CA
Mid level
Mid level
eCommerce • Fintech • Hardware • Payments • Software • Financial Services
Build and operate ingestion and reconciliation pipelines that match card-network and partner reports against internal transactions. Develop reporting products, produce standardized journals for accounting, support tax and regulatory filing systems, handle sensitive PII for compliance, debug production issues, and collaborate with finance, product, and data teams to automate and scale reconciliation and reporting.
Top Skills: Ai ToolsAirflowAWSBigQueryCi/CdDelta LakeGoHadoopIso-8583JavaKafkaKubernetesPysparkPythonSnowflakeSparkSQLTemporalTerraform
9 Hours Ago
Remote or Hybrid
Québec, QC, CAN
Senior level
Senior level
Cloud • Information Technology • Security • Software • Cybersecurity
Sell Cloudflare services to large Canadian enterprise accounts (focus Montreal). Develop and execute account/territory plans, manage complex sales cycles and contract negotiations, maintain a robust pipeline, build long-term strategic relationships, articulate technical value propositions, and ensure customer satisfaction while collaborating with internal teams.
Top Skills: CloudflareComputer NetworkingCybersecurityDnsIaasPaas

What you need to know about the Ottawa Tech Scene

The capital city of Canada and the nation's fourth-largest urban area, Ottawa has proven a rapidly growing global tech hub. With over 1,800 tech companies, many of which are leaders in their sectors, the city's tech talent now makes up more than 13 percent of its total workforce. This growth is driven not only by the big players like UL Solutions and Dropbox, but also by a thriving startup ecosystem, as new businesses emerge to follow in the footsteps of those that came before them.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account