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Director of Tax

About the Director of Tax at Headspace:

We are looking for a strategic, hands-on senior tax professional to lead our global tax planning and operations. The position is responsible for the implementation of tax strategies, processes, and tools. The role will oversee the preparation of federal and state income tax returns, preparation of annual tax provision in accordance with ASC 740, and all domestic and foreign indirect tax filings. The ideal candidate will be system savvy, meticulous, self-motivated, personable, and able to take initiative. The position reports directly to the VP, Accounting and will interact regularly with various departments at Headspace, including the executive team.

What you will do:

  • Design, develop and implement tax planning strategies for a global entity, including domestic and foreign operations
  • Establish deep business partner relationships across the organization to ensure company strategy and projects include a thorough review of tax consequences
  • Manage all tax projects including M&A due diligence, tax impacts of new products and services, geographical expansion, and all tax studies
  • Drive implementation of tax compliance systems and tools to ensure accuracy and efficiency of tax collection and remittance 
  • Actively manage relationships with third party tax advisors to optimize the relationships to efficiently balance in house vs outsourced tax support
  • Oversee completion of federal, international, state and local tax filings including all related analysis and support
  • Oversee the preparation of income tax provision in accordance with ASC 740 and financial reporting disclosures
  • Monitor legislative changes in tax laws that may impact tax positions, including tax accounting implications
  • Establish strategies to minimize tax expense and exposures with regard to federal, state, and foreign direct  and indirect taxes, including the evaluation of sales tax obligations by state
  • Ensure compliance with global transfer pricing requirements
  • Ensure appropriate internal controls related to tax matters are in place and operating correctly, identify any gaps in internal controls and ensure remediation and formalization of tax policies and procedures
  • Establish and maintain formal tax policies, practices and procedures to ensure compliance with US GAAP and tax regulations.
  • Manage any tax audits, notices and enquiries received from domestic and foreign tax authorities

What you will bring:

Required Skills:

  • 10+ years of relevant tax experience, with a mix of public accounting and multinational corporate environments
  • Bachelor’s degree in accounting or finance 
  • Excellent written and verbal communication, able to convey complex matters with simplicity and clarity to non-experts across the company
  • Strong, generalized tax knowledge across domestic and foreign income tax, domestic and foreign indirect tax, transfer pricing, international withholding tax, local taxes and more
  • Proficiency in Microsoft Office Suite: Word, Excel and Powerpoint
  • Experience with Avalara or similar tax software including system implementation
  • Strong analytical, critical thinking, and time management skills
  • Ability and desire to work in a fast-paced, high growth environment
  • A collaborative team player, able to partner with internal and external contacts at all levels to drive efficiency and system improvement in tax and tax adjacent functions
  • CPA license required

Preferred Skills:

  • Industry experience in the technology or healthcare sectors
  • Knowledgeable about tax advantages of various entity structures including medical professional corporations and international subsidiaries
  • Masters of Taxation or equivalent

Pay & Benefits:

The base salary range for this role is determined by a number of factors, including but not limited to skills and scope required, relevant licensure and certifications, and unique relevant experience and job-related skills. The base salary range for this role is $140,040-$220,000.

At Headspace, cash salary is but one component of our Total Rewards package. We’re proud of our robust package inclusive of: base salary, stock awards, comprehensive healthcare coverage, monthly wellness stipend, retirement savings match, lifetime Headspace membership, unlimited, free mental health coaching, generous parental leave, and much more. Paid performance incentives are also included for those in eligible roles. Additional details about our Total Rewards package will be provided during the recruitment process.

How we feel about Diversity, Equity, Inclusion and Belonging:

Headspace is committed to bringing together humans from different backgrounds and perspectives, providing employees with a safe and welcoming work environment free of discrimination and harassment. We strive to create a diverse & inclusive environment where everyone can thrive, feel a sense of belonging, and do impactful work together. 

As an equal opportunity employer, we prohibit any unlawful discrimination against a job applicant on the basis of their race, color, religion, gender, gender identity, gender expression, sexual orientation, national origin, family or parental status, disability*, age, veteran status, or any other status protected by the laws or regulations in the locations where we operate. We respect the laws enforced by the EEOC and are dedicated to going above and beyond in fostering diversity across our workplace. 

*Applicants with disabilities may be entitled to reasonable accommodation under the terms of the Americans with Disabilities Act and certain state or local laws. A reasonable accommodation is a change in the way things are normally done which will ensure an equal employment opportunity without imposing undue hardship on Headspace. Please inform our Talent Acquisition team by filling out this form if you need any assistance completing any forms or to otherwise participate in the application or interview process.


Headspace participates in the E-Verify Program.

Privacy Statement

All member records are protected according to our Privacy Policy. Further, while employees of Headspace (formerly Ginger) cannot access Headspace products/services, they will be offered benefits according to the company's benefit plan. To ensure we are adhering to best practice and ethical guidelines in the field of mental health, we take care to avoid dual relationships. A dual relationship occurs when a mental health care provider has a second, significantly different relationship with their client in addition to the traditional client-therapist relationship—including, for example, a managerial relationship.  

As such, Headspace requests that individuals who have received coaching or clinical services at Headspace wait until their care with Headspace is complete before applying for a position. If someone with a Headspace account is hired for a position, please note their account will be deactivated and they will not be able to use Headspace services for the duration of their employment. 

Further, if Headspace cannot find a role that fails to resolve an ethical issue associated with a dual relationship, Headspace may need to take steps to ensure ethical obligations are being adhered to, including a delayed start date or a potential leave of absence. Such steps would be taken to protect both the former member, as well as any relevant individuals from their care team, from impairment, risk of exploitation, or harm.

For how how we will use the personal information you provide as part of the application process, please see: https://www.headspace.com/applicant-notice

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