Posted Oct 31, 2026

Tier 2 Support Specialist

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Job Description: • Own complex Tier 2 cases from identification through resolution, including filing discrepancies, state notices, stuck registrations, and refund claims • Reconcile customer figures with company data and trace transactions • Contact state Departments of Revenue and other tax authorities to resolve issues • Research state guidance, statutes, and jurisdiction databases using primary sources and AI tools, then verify findings • Document solutions so future cases can be resolved more efficiently • Write accurate, clear, and empathetic customer responses • Investigate Shopify, Stripe, and custom API integration issues • Reproduce technical problems and provide actionable bug reports to Engineering • Identify recurring issues and propose fixes • Share knowledge, assist teammates, and improve documentation and processes Requirements: • One of the following required: 2+ years of hands-on US sales tax, VAT, or indirect tax compliance work, or 5+ years in customer support or customer-facing technical roles owning cases end to end • Tax-background candidates must have worked directly with state DORs or other tax authorities to resolve issues • Deep-expertise candidates must have mastered a complex domain and demonstrate rapid learning through trainings, documentation, certifications, or ownership of difficult cases • Strong research habits and ability to check primary sources and show work • Experience supporting a SaaS product in a customer-facing role • Comfort with SQL or similar query/log tools and reading JSON API requests and responses, or clear aptitude and eagerness to learn • Excellent written English and ability to explain complex issues to non-technical customers • Experience with tax software or compliance platforms, state and local GIS/jurisdiction databases, or startup process-building is nice to have Benefits: • Equity • Full medical, dental, and vision coverage • Wellness perks including Headspace and the Peloton One App • 401(k) • Lunch and snacks when you're in the office • Regular team offsites and company events • Ownership-focused culture Apply To This Job