Tax Director


Boston, MA, US
  • Job Type: Full-Time
  • Function: Accounting/Finance
  • Post Date: 04/08/2021
  • Website:
  • Company Address: 141 Tremont St. , 10th Floor, Boston, MA, 02111

About Flywire

Flywire is a high-growth vertical payments company trusted by organizations around the world to deliver on their customers’ most important moments. Unlike other companies, Flywire is proven to solve high-stakes vertical-specific payment and receivables problems for organizations that deliver high-value services.

Job Description

Passion, excitement & global collaboration are all core to what it means to be a FlyMate. At Flywire, we’re on a mission to transform receivables and deliver on the most mission critical payments across education, healthcare, travel and B2B. We’ve got a leading technology platform and a global payments networked that is unrivaled. What more do we need to truly be unstoppable? Perhaps, that is you!

Who we are:

Flywire was founded in 2011 by a former international student, who experienced firsthand all the challenges of paying for college from another country—and made it his mission to solve them.
Today, Flywire has applied our high tech payments platform combined with our owned global payments network to expand and digitize the payment experience for over 3,000 education, healthcare, travel & B2B clients world-wide, processing more than $16B and covering more than 240 countries and territories globally. And, we’re just getting started!
With over 500 FlyMates distributed across 12 offices world-wide and representing more than 32 nationalities, we’re looking for FlyMates to join the next stage of our journey as we continue to grow.

The Opportunity:

We, at Flywire, are seeking a Tax Director to be responsible for Flywire’s overall global tax planning and compliance.  The individual will have the requisite skill set to advise on strategic tax policy while ensuring compliance with tax accounting and global tax filing requirements pertaining to direct and indirect taxes.
The Tax Director will be expected to integrate into the business, developing relationships with business leads throughout the organization to proactively identify and advise on geographic business expansion and new product offerings.
A generalist with the ability to identify and respond to tax issues before they become exposures.
Monitor new and changing legislation focusing on those impacting Flywire’s business.
Experienced in international/cross border tax matters, including transfer pricing concept, to compliment a strong US, State & Local background.
Experience dealing with direct and indirect tax matters.
Develop and grow Flywire’s tax function recommending the right balance between in-house and outsourced advisory and compliance services.
Adept at working with and managing outside advisor / tax return preparer network.
Maintain and oversee network of external advisors for both research/planning and compliance activities.
Familiarity with tax accounting matters ultimately taking on full responsibility for tax provisions.
Assist with tax audits, info requests with the ultimate objective of taking over management of tax audits and responding to information requests.
Communicate risk assessment to management – translate hard-to-understand technical rules to easy-to-understand assessments and actionable recommendations.
Document tax policies and positions.
Time split will approximate 60% compliance / 40% planning.


7+ years public accounting and/or industry experience.
Tax return preparation experience with all return types including US Federal Consolidated, State and Local, Sales & Use Tax, information returns, foreign tax filings including indirect taxes (VAT, GST, Consumption).
Experience with tax audits, interacting with auditors and responding to their inquiries and document requests.  Assist in developing audit strategies and updating management on the status of audits and exposure items.
Experience directing outside advisors (accounting firms, law firms) with research and planning assignments ensuring a complete document that succinctly provides the required advice and managing fees.
Self awareness to know what you don’t know and to be comfortable asking for assistance – internally or through our network of outside advisors.
CPA preferred but not required.

We Offer:

Competitive compensation, including stock options
Work with brilliant people that will keep you on your toes
Professional & Personal growth opportunities
Partnerships on a global scale (we have been collaborating virtually for years!)
Be a meaningful part in our success - every FlyMate makes an impact
Competitive time off and FlyBetter Days to support any cause you believe in
Wellbeing Programs

Our Hiring Process:

We are excited to get to know you! Throughout our process you can expect 4-5 rounds of interviews with different FlyMates including the Hiring Manager, Peers on the team, the VP of the department, and a homework assignment (it is not that bad!). Your TA Partner will walk you through the steps and be your “go-to” person for any questions.
Flywire is an equal opportunity employer. With over 30 nationalities across 12 different offices, and diversity and inclusion at the core of our people agenda, we believe our FlyMates are our greatest asset, and we’re excited to watch our unique culture evolve with each new hire.

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Disclaimer: Local Candidates Only
This company does NOT accept candidates from outside recruiting firms. Agency contacts are not welcome.