Job Overview
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Job Description
About the Taxation Specialist Role at Taskify AI
We are seeking an experienced Taxation Specialist to support the development of advanced financial and legal reasoning systems. This fully remote, global role involves applying real-world tax dispute and audit expertise to evaluate and improve AI-generated analysis. The ideal candidate will have hands-on experience managing tax audits, appeals, and dispute resolution matters, and the ability to translate complex procedural and technical tax issues into structured, high-quality written feedback.
Key Responsibilities
- Review and evaluate AI-generated analyses related to tax audits, disputes, and litigation scenarios.
- Assess reasoning related to examination procedures, appeals processes, and tax court matters.
- Validate interpretations of tax statutes, regulations, and administrative procedures.
- Provide structured feedback on penalty assessments, reasonable cause arguments, and settlement strategies.
- Evaluate responses to audit documentation requests and dispute defense strategies.
- Identify compliance risks, procedural gaps, or flawed legal reasoning.
- Collaborate with research teams to improve model accuracy in tax controversy workflows.
Required Qualifications
- 5+ years of experience in tax controversy, audit defense, tax litigation, or regulatory dispute resolution.
- Strong knowledge of tax statutes, regulations, and administrative procedures.
- Experience handling audits, appeals, or formal dispute resolution processes.
- Familiarity with penalty abatement, voluntary disclosure programs, and settlement negotiations.
- Strong analytical writing and structured feedback skills.
Preferred Qualifications
- JD, CPA, or comparable professional experience in tax specialization.
- Experience representing clients before tax authorities or in tax court proceedings.
- Exposure to international or cross-border tax dispute matters.
- Experience reviewing complex tax memoranda or mentoring junior professionals.
Engagement Details
- Independent contractor engagement.
- Fully remote with flexible scheduling.
- Project-based or part-time (approximately 10–20 hours per week).
- Hourly compensation: $80–$120 depending on experience and scope.
- Weekly payment via secure payment platforms.
Applicants must be legally authorized to perform independent contractor services in their country of residence.
Key skills/competency
- Tax Controversy
- Audit Defense
- Tax Litigation
- Regulatory Dispute Resolution
- Tax Statutes
- Tax Regulations
- Appeals Processes
- Penalty Abatement
- Settlement Negotiations
- AI Feedback
How to Get Hired at Taskify AI
- Research Taskify AI's culture: Study their mission, values, recent news, and employee testimonials on LinkedIn and Glassdoor to understand their innovative approach to AI and legal tech.
- Tailor your resume for AI and tax controversy: Customize your resume to highlight experience in tax dispute resolution, audit defense, and any exposure to AI or legal tech, using keywords from the Taxation Specialist job description.
- Showcase your structured feedback skills: Prepare examples demonstrating your ability to provide clear, actionable feedback on complex tax issues, as this is crucial for evaluating AI systems at Taskify AI.
- Demonstrate deep tax controversy expertise: Be ready to discuss specific cases, challenges, and successful resolutions from your 5+ years in tax controversy, audit, or litigation during your interview.
- Emphasize remote work readiness: Highlight your ability to work independently, manage flexible schedules, and communicate effectively in a fully remote, global environment for Taskify AI.
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