Overview
A rapidly growing AI-driven tax technology company is seeking a US Tax Lawyer or CPA with experience in US federal tax to join their team as a Tax Insights Associate. This role involves researching, drafting, and refining practitioner-facing articles covering a broad range of US tax law topics. The position is primarily remote with occasional in-person meetings in Toronto and rare travel for conferences. Candidates based anywhere in the United States are welcome to apply.
Responsibilities
- Conduct tax research and write multiple practitioner-facing US tax articles weekly, covering areas such as corporate tax, individual tax, deductions, credits, S corporations, partnerships, trusts, exempt organizations, and more.
- Evaluate sources for accuracy and currency, analyze source documents to support analysis, and assess the quality and accuracy of AI-generated tax content.
- Perform technical review of articles produced by other contributors to ensure accuracy, currency, and alignment with content standards.
- Apply understanding of tax firm workflows to help align the product with real-world use cases.
- Collaborate with tax professionals, analysts, and data scientists to develop and improve AI tools.
- Contribute strategic thinking to influence the development of the content function, focusing on quality, coverage, and continuous improvement.
- Adapt based on customer feedback to consistently add value and improve the product.
Requirements
- JD or CPA designation.
- 3–7 years of professional experience in US federal tax, gained at a firm, in-house, government, or in a tax-focused research or content role.
- Strong writing skills with the ability to clearly explain complex tax concepts to a practitioner audience.
- Comfort using AI tools as part of daily workflow and enthusiasm for integrating AI into tax work.
- Ability to work independently, manage competing priorities, and consistently meet deadlines.
- Intellectual curiosity and genuine interest in how technology can improve the tax profession.
Preferred Qualifications
- Experience working with AI tools or in technology-enhanced environments is a plus but not required.
- Ability to collaborate effectively with diverse teams including tax professionals and data scientists.
Compensation & Benefits
- Competitive base salary.
- Stock options.
- Benefits designed to support employees and their families.
- Flexible work arrangements: primarily remote with occasional travel (2-4 times per year) to the Toronto office.
- Opportunity to play a meaningful role in building a revolutionary tax research tool.
- Collaborative and supportive team environment.
Location
- Primarily remote.
- Occasional in-person meetings in Toronto, Canada.
- Candidates based anywhere in the United States are eligible to apply.
Additional Information
- The organization is committed to diversity, equity, and inclusion and encourages candidates from all backgrounds to apply.
- Accommodations are available during the interview process upon request.
- The hiring process includes multiple interview stages and a take-home case study.
- AI-enabled tools are used to organize applications but do not make hiring decisions; all decisions are made by humans.