AI Tax Data Specialist (CPA/EA)

Weekday 1

United States

On-site

Full time

14 days+
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Job summary

Weekday 1 is seeking experienced tax professionals to translate real tax work into high-quality training data for AI that reasons about tax accounting work. You will design realistic scenarios across returns, provisions, notices, and planning tasks, ensuring accuracy and defensible positions.

You will review AI outputs for technical accuracy and provide clear written feedback to improve AI performance. Collaboration with the research team will be asynchronous.

Qualifications

  • CPA or EA certification required; clear tax sub-specialty (corporate, individual, partnership, SALT, or international)
  • Public accounting or in-house tax experience expected
  • Bachelor's degree in Accounting, Finance, or related field
  • Strong written communication and attention to detail

Responsibilities

  • Design realistic tax scenarios from your tax work — return preparation (1040/1120/1120-S/1065), tax provision (ASC 740), responses to notices/IDRs and controversy support, tax planning and estimated payments
  • Review and compare AI-generated tax outputs for technical accuracy and defensible positions
  • Provide clear written feedback that improves how AI performs tax tasks
  • Collaborate asynchronously with the research team

Skills

CPA/EA
Tax specialty
Public accounting or in-house tax
Attention to detail
Strong writing

Education

Bachelor's degree in Accounting/Finance
CPA or EA certification

Job description

Weekday 1 is seeking experienced tax professionals to translate real tax work into high-quality training data for AI that reasons about tax accounting work. You will design realistic scenarios across returns, provisions, notices, and planning tasks, ensuring accuracy and defensible positions.

You will review AI outputs for technical accuracy and provide clear written feedback to improve AI performance. Collaboration with the research team will be asynchronous.

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