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Weekday (YC W21)

Tax Expert, CPA/EA

Weekday (YC W21)

. Prepare and review individual income tax returns .

Posted 10/13/2026full-timeRemote • United StatesMid-LevelSenior💰 ₹9,000,000 - ₹15,000,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in individual income tax preparation and review, with a strong understanding of U.S. federal tax law and the ability to provide actionable UX feedback based on real-world tax workflows. Proven experience in collaborating with engineering teams to enhance tax software products.

Highest-signal resume keywords
Certified Public Accountant (CPA)Individual Income Tax PreparationTax Return ReviewDrake Tax SoftwareU.S. Federal Tax Law

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills
Tax PreparationEdge Case IdentificationTax Workflow TranslationComplex Scenario AnalysisDiscrepancy Validation
Soft Skills
CollaborationCommunication
Tools & Technologies
DrakeUltraTaxCCHLacerteProSeries
Certifications & Qualifications
Certified Public Accountant (CPA)Enrolled Agent (EA)
Industry Keywords
Individual Income TaxTax SoftwareTax SeasonProduct RoadmapUX Feedback

About the role

Key responsibilities & impact
  • Prepare and review individual income tax returns
  • Identify tax edge cases, complex scenarios, and ways to break the product
  • Validate engine output against legacy professional tax software and flag discrepancies
  • Bring tax preparation experience to shape the product roadmap and UX
  • Work directly with engineers to explain tax rules and expected outcomes
  • Review returns, identify edge cases, and translate real-world tax workflows into product improvements
  • Serve as a tax subject matter expert embedded on the engineering team

Requirements

What you’ll need
  • Certified Public Accountant (CPA) with a tax-focused career; experienced Enrolled Agents (EA) may also be considered
  • 6+ years of experience preparing individual tax returns using professional tax software such as Drake, UltraTax, CCH, Lacerte, ProSeries, or similar platforms
  • Experience across multiple full tax seasons (January–April 15)
  • Experience reviewing tax returns, not just preparing them
  • Strong understanding of U.S. federal individual income tax
  • Ability to translate hands-on tax workflow experience into concrete UX feedback
  • Comfortable working in a small, early-stage startup environment
  • Experience with individual income tax preparation, tax return review, U.S. federal tax law, Drake Tax Software, UltraTax, CCH ProSystem fx, Lacerte, ProSeries, edge case identification, product and UX feedback, CPA, or Enrolled Agent (EA)

Benefits

Comp & perks
  • Equity, on a sliding scale for candidates flexible on base compensation
  • Meaningful ownership over how a modern tax platform gets built
  • Direct, ongoing collaboration with the founders and engineering team
  • A seat at the table shaping the product ahead of the upcoming tax season