Stripe is hiring a AutoFile Specialist, Tax in 5902 Tax Autofile — US-Remote. The overview below is synthesized from the employer posting on stripe.com: factual requirements and scope are preserved, but prose is rewritten with editorial context. Verify details and apply via the employer link.
Who we are
About Stripe
Company context from the listing:
Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities.
About the team
Company context from the listing:
The Complex Tax Operations team supports the TaxJar product and broader Tax Operations and Delivery teams by increasing operational effectiveness. The team resolves complex operational issues and escalations while helping the organization to support new capabilities before they scale.
What you’ll do
Day-to-day scope for the AutoFile Specialist, Tax as described in the posting:
We’re looking for an AutoFile Specialist, Tax to manage high-stakes, ambiguous escalations and pave the way for stable operational growth. In this role, you will tackle the challenges that don't have a pre-written playbook—investigating complex anomalies, identifying why they occurred, and coordinating across teams to ensure they don't happen again.
This role is ideal for someone who loves diving headfirst into unstructured problems, connecting the dots between isolated operational issues, and bringing order, clarity, and repeatability to chaotic situations.
Responsibilities
Day-to-day scope for the AutoFile Specialist, Tax as described in the posting:
- Own high-risk, cross-functional escalations that do not have a clear playbook
- Ensure timely follow-through and closure on issues, decisions, and action items
- Investigate recurring issues and identify root causes
- Partner cross-functionally to remove blockers and prevent repeat failures
- Bring clarity to ambiguity by connecting people, data, and context
- Serve as an escalation partner for issues requiring leadership visibility, root cause thinking, or coordinated resolution
- Support operational readiness and respond quickly to external changes impacting the organization
- Provide visibility into friction points, risks, and remediation strategies
- Help improve the operator and user experience through prevention, mitigation, and resolution
Who you are
Experience and skills the team lists as required:
We’re looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply.
- Clear communicator: You translate complex analysis into insights that drive decisions
- Collaborative partner: You work effectively with operations teams, product, and leadership
- Curious investigator: You naturally ask "why" and don't stop until you understand what's really happening
- Systems thinker: You see how operational pieces connect and look for leverage points for improvement
- Builder mindset: You don't just answer questions—you build infrastructure so teams can answer their own
Minimum requirements
Experience and skills the team lists as required:
- 3+ years of experience in high-growth operations, escalation management, or process improvement
- Proven ability to investigate complex issues and drive them to resolution
- Ability to manage multiple priorities with urgency and accuracy
- Excellent communication and cross-functional collaboration skills
- Comfort working in ambiguity and high-accountability environments
Preferred qualifications
Experience and skills the team lists as required:
- Experience with AI, automation, or workflow tools to improve organizational effectiveness
- Understanding of operational workflows (filing processes, user operations, risk management)
- Experience in tax operations, sales tax automation, financial services, or regulated environments
- Familiarity with root cause analysis or continuous improvement methodologies (e.g., Lean, Six Sigma)
- Experience collaborating with operations leads and senior stakeholders on strategy alignment
