Senior Tax/Tax Manager

About the Senior Tax Manager at Headspace:
We are looking for a strategic, hands‑on Senior Tax Manager 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 all domestic and international indirect tax filings, federal and state income tax returns, and the annual tax provision in accordance with ASC 740. The position reports directly to the VP, Accounting and will interact regularly with various departments at Headspace, including the executive team.
Drive implementation of Avalara indirect tax engine to ensure accuracy and efficiency of indirect tax collection and remittance
Oversee all global tax compliance and reporting, including federal, state, local, and international tax filings, as well as the preparation of the income tax provision and related disclosures in accordance with ASC 740
Manage any tax audits, notices and enquiries received from domestic and foreign tax authorities
Design, develop, and implement global tax planning strategies to minimize tax expense and exposure across federal, state, and foreign direct and indirect taxes, including evaluating sales tax obligations by state and monitoring legislative changes that impact tax positions and accounting implications
Actively manage relationships with third‑party tax advisors to optimize the relationships to efficiently balance in‑house vs outsourced tax support
Prepare and present clear, decision‑oriented tax updates to executive leadership, including key risks, opportunities, and strategic tradeoffs
Establish deep business partner relationships across the organization to ensure company strategy and projects include a thorough review of tax consequences
Lead all significant tax initiatives, including M&A due diligence, new product launches, geographic expansion, and related tax studies
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
Build, mentor, and develop internal tax talent over time, including assessing future hiring needs as the company scales
Own tax risk assessment, uncertain tax positions, and related documentation, including coordination of technical analyses and reserve positions under ASC 740
7+ years of relevant tax experience, with a mix of public accounting and corporate environments
Bachelor’s degree in accounting or finance
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 software including system implementation
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
Knowledgeable about tax advantages of various entity structures including medical professional corporations and international subsidiaries
Location We are currently hiring this role remotely in the US and Hybrid for San Francisco (SF). Candidates must permanently reside in the US full‑time. You’ll work three days per week from our office, allowing for impactful in‑office collaboration and connection, while enjoying the flexibility of remote work for the rest of the week. Pay & Benefits The anticipated new hire base salary range for this full‑time position is $118,800‑$168,000 plus equity and benefits.
Within this range, individual compensation is determined by a candidate’s location as well as a range of factors including but not limited to: unique relevant experience, job‑related skills, and education or training. 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, generous parental leave, and more. We combine evidence‑based content, clinical care, and innovative technology to help millions of members around the world get support that’s effective, personalized, and truly accessible whenever and wherever they need it.
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. 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. Please inform our Talent team by filling out this form if you need any assistance completing any forms or otherwise participate in the application or interview process.