Chat with Stripe sales 8 sales reps available We're here to discuss your business needs. Chat now with sales Autofile Specialist, Tax Stripe logo Jobs Our opportunity Life at Stripe
Benefits University See open roles Open mobile navigation Jobs Our opportunity Life at Stripe
Benefits University See open roles Close mobile navigation Roles at Stripe Role details Autofile Specialist, Tax
Who we are About Stripe 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. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career.
About
the team 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 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. You will work at the intersection of problem-solving, cross-functional collaboration, and process improvement to bridge the gap between initial friction and long-term operational resilience. 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 Manage complex escalations: Own high-risk, cross-functional issues, ensuring timely resolution and closure. Investigate root causes: Conduct deep-dive analyses into recurring operational problems to distinguish systemic issues from isolated incidents. Drive operational visibility: Provide insights into friction points and mitigation strategies using metrics and reporting. Partner cross-functionally: Collaborate with operations, product, and leadership to resolve operational blockers and advocate for permanent solutions. Navigate ambiguity: Connect relevant people, data, and context to bring clarity to unstructured situations. Support operational readiness: Prepare for external regulatory or system changes to support new capabilities. Elevate the experience: Improve operator and user experiences through strategic prevention and resolution frameworks.
Who you are 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. The preferred
qualifications are a
bonus, not a requirement. Clear communicator: Ability to translate complex analysis into actionable insights. Collaborative partner: Effective working relationships with operations, product, and leadership teams. Curious investigator: Proactive in asking "why" to fully understand issues. Systems thinker: Ability to see operational connections and identify improvements. Builder mindset: Develop infrastructure for team self-sufficiency in answering questions. Minimum
requirements Strong operations, escalation management, or process improvement experience 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 in tax operations, financial services, or regulated operational environments Understanding of operational workflows (filing processes, user operations, risk management) Background working closely with operations or product teams to improve processes Familiarity with root cause analysis and continuous improvement methods Experience partnering with operations leads and senior stakeholders Hybrid work at Stripe This role is available either in an office or a remote location (35+ miles or 56+ km from a Stripe office). In-office expectations Office-assigned Stripes spend at least 50% of the time in a given month in their local office or with users. This hits a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility about how to do this in a way that makes sense for individuals and their teams. Working remotely at Stripe A remote location is defined as being 35 miles (56 kilometers) or more from one of our offices. While you would be welcome to come into the office for team/business meetings, on-sites, meet-ups, and events, our expectation is you would regularly work from home rather than a Stripe office. Stripe does not cover the cost of relocating to a remote location. We encourage you to apply for roles that match the location where you currently live or plan to live. Pay and
benefits The annual US base salary range for this role is $100,500 - $150,700. For sales roles, the range provided is
the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for
the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience,
qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process. Additional
benefits for this role may include: equity, company
bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision
benefits; and wellness stipends. Office locations Toronto Remote locations Remote in United States, or Canada Team Stripe Tax Job type Full time Apply for this role Please find our California applicant personal information notice here . The application window will remain open for 100 days after the Job Post is published. However, this opportunity will remain open based on the needs of the business, which may cause the application window to close before or after the 100-day mark. We look forward to hearing from you At Stripe, we're looking for people with passion, grit, and integrity. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. At Stripe, we welcome diverse perspectives and people who think rigorously and aren't afraid to challenge assumptions. Join us. Apply Now Stripe logo United States (English) Australia English Austria Deutsch English Belgium Nederlands Français Deutsch English Brazil Português English Bulgaria English Canada English Français Croatia English Italiano Cyprus English Czech Republic English Denmark English Estonia English Finland English Svenska France Français English Germany Deutsch English Gibraltar English Greece English Hong Kong English 简体中文 Hungary English India English Ireland English Italy Italiano English Japan 日本語 English Latvia English Liechtenstein Deutsch English Lithuania English Luxembourg Français Deutsch English Malaysia English 简体中文 Malta English Mexico Español English Netherlands Nederlands English New Zealand English Norway English Poland English Portugal Português English Romania English Singapore English 简体中文 Slovakia English Slovenia English Italiano Spain Español English Sweden Svenska English Switzerland Deutsch Français Italiano English Thailand ไทย English United Arab Emirates English United Kingdom English United States English Español 简体中文 Products & pricing Pricing Atlas Authorization Boost Billing Capital Checkout Climate Connect Crypto Data Pipeline Elements Financial Connections Identity Invoicing Issuing Link Managed Payments Payment links Payments Payouts Radar Revenue Recognition Stripe Sigma Tax Terminal Treasury Solutions Enterprises Startups Agentic commerce Crypto Ecommerce Embedded finance Finance automation Global businesses In-app payments Marketplaces Platforms SaaS AI companies Creator economy Hospitality, travel, and leisure Insurance Media and entertainment Nonprofits Public sector Retail Integrations & custom solutions Stripe App Marketplace Stripe Partner ecosystem Professional services Developers Documentation API reference API status API changelog Libraries and SDKs Developer blog Resources Guides Customer stories Blog Sessions annual conference Privacy & terms Prohibited & restricted businesses Licenses Sitemap Cookie settings Your privacy choices Coverage transparency More resources Company Product roadmap Jobs Newsroom Stripe Press Contact sales Support Get support Managed support plans CA residents: +1 888 926 2289 Sign in © 2026 Stripe, LLC
Launched out of Y Combinator’s 2009 Summer batch, Stripe is a global technology company that builds economic infrastructure for the internet. Businesses of every size—from new startups to public companies—use our software to accept payments and manage their businesses online Stripe is a proud partner of YC companies—from Airbnb (S09) to Defog (W23)—to help them grow their businesses and increase the GDP of the internet.
Salary
$65,000 - $105,000
Location
Remote
Total raised
$6.0B
Last stage
Growth
Investors
No applications, no recruiter spam. Just the intro.
A few questions to make sure this role is the right shape for you. Two minutes.
I write the intro, send it to the founder, and handle the back-and-forth.
If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.