Seattle or New York City

Full time


1099 Tax Specialist

Seattle or New York City

Full time


Stripe’s mission is to increase the GDP of the internet.  We build the most powerful and flexible tools for running an internet business globally.  We handle billions of dollars each year and enable millions of users around the world to scale faster and more efficiently by building their businesses on Stripe.

As technology evolves, so do our tax reporting requirements, especially with the multitude of 1099 reporting requirements in the US.  Our 1099 reporting obligations continue to grow with the business, and we are looking for someone who can help build and successfully manage Stripe’s own 1099 reporting process.  This individual will need to be versed in various U.S. 1099 reporting regimes, and be able to work with our talented group of engineers and operations teams who support 1099 reporting.

You will:

  • Be the tax subject matter expert and program manager for Stripe’s 1099 reporting obligations
  • Establish the tax direction, goals and priorities for 1099 tax information reporting requirements with a strong moral compass and integrity
  • Develop and document 1099 policies and procedures
  • Organize cross functional teams to ensure 1099 reporting is completed accurately, efficiently, and timely
  • Communicate progress to internal stakeholders on a regular cadence or as needed
  • Work closely with engineers and operations teams to enhance 1099 reporting processes, focusing on systems and processes that can scale
  • Work closely with Stripe’s onboarding and verifications teams
  • Support internal user facing teams, such as Account Managers, Sales, User Ops and others to address user queries
  • Analyze current and proposed tax policy changes, evaluate tax product impacts, and develop and execute plans accordingly
  • Research tax technical and operational topics, and correspond with taxing authorities where necessary

We are looking for someone with:

  • 6-8+ years of 1099 reporting experience, with a very strong preference for individuals with a combination of both accounting/law firm and in-house experience
  • Deep experience with leading and operationalizing a program that considers all elements of an end-to-end the 1099 reporting process
  • A very strong understanding of the U.S. rules around information reporting and withholding
  • The ability to prioritize projects in a fast-changing environment 
  • Enthusiasm to get things done through a combination of hands-on execution and leading others
  • Demonstrated experience driving process change in a high-growth environment
  • Excellent verbal and written communication skills.  You should be able to adjust your communication style based on your audience (users, product teams, engineers, advisors, etc.).  In this role you will be required to translate tax laws into tax requirements that product and engineer teams 
  • A desire to tackle complex problems
  • Empathy, humility and some comedy   
  • A willingness to work with a diverse crew of tax nerds who care deeply about Stripe’s tax issues and each other

You also likely have:

  • An advanced degree or professional qualification (CPA, JD or equivalent, Masters in Tax, or LLM or equivalent) in tax or law  
  • Broad experience of different 1099 reporting regimes, including 1099-K, 1099-MISC, 1099-NEC, 1099-OID, etc
  • Knowledge of leading 1099 compliance practices and technology solutions
  • Experience working in a high-growth, rapidly scaling environment
  • Experience working in technology, payments, or financial services

“Nice to have” really means “nice to have”. It’s completely possible that you don’t have any of these and are still a great fit for the team.

To apply please include the following:

  • LinkedIn profile and resume

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.