Director of Tax | Headspace | Remote (United States)
Posted 2025-09-08
Remote, USA
Full Time
Immediate Start
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">About the</strong> <strong class=" font-semibold">Director of Tax</strong> <strong class=" font-semibold">at Headspace:</strong></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">What you will do:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Design, develop and implement tax planning strategies for a global entity, including domestic and foreign operations</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Establish deep business partner relationships across the organization to ensure company strategy and projects include a thorough review of tax consequences</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Manage all tax projects including M&A due diligence, tax impacts of new products and services, geographical expansion, and all tax studies</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Drive implementation of tax compliance systems and tools to ensure accuracy and efficiency of tax collection and remittance</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Actively manage relationships with third party tax advisors to optimize the relationships to efficiently balance in house vs outsourced tax support</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Oversee completion of federal, international, state and local tax filings including all related analysis and support</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Oversee the preparation of income tax provision in accordance with ASC 740 and financial reporting disclosures</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Monitor legislative changes in tax laws that may impact tax positions, including tax accounting implications</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Ensure compliance with global transfer pricing requirements</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Establish and maintain formal tax policies, practices and procedures to ensure compliance with US GAAP and tax regulations.</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Manage any tax audits, notices and enquiries received from domestic and foreign tax authorities</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">What you will bring</strong>:</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Required Skills:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">10+ years of relevant tax experience, with a mix of public accounting and multinational corporate environments</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Bachelor’s degree in accounting or finance</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Excellent written and verbal communication, able to convey complex matters with simplicity and clarity to non-experts across the company</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Strong, generalized tax knowledge across domestic and foreign income tax, domestic and foreign indirect tax, transfer pricing, international withholding tax, local taxes and more</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Proficiency in Microsoft Office Suite: Word, Excel and Powerpoint</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Experience with Avalara or similar tax software including system implementation</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Strong analytical, critical thinking, and time management skills</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Ability and desire to work in a fast-paced, high growth environment</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">CPA license required</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Preferred Skills:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Industry experience in the technology or healthcare sectors</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Knowledgeable about tax advantages of various entity structures including medical professional corporations and international subsidiaries</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Masters of Taxation or equivalent</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Pay & Benefits</strong>:</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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 <strong class=" font-semibold">$140,040-$220,000</strong>.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">How we feel about Diversity, Equity, Inclusion and Belonging:</strong></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>*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.</em> <strong class=" font-semibold"><em>Please inform our Talent Acquisition team by filling out</em></strong> <a href="https://docs.google.com/forms/d/e/1FAIpQLSdE8hXeZCqOzzVSXbYKv3gO%5F88tTdlJYs3XUPHSyNvhkzqqRQ/viewform" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"><strong class=" font-semibold"><em>this form</em></strong></a> <strong class=" font-semibold"><em>if you need any assistance completing any forms or to otherwise participate in the application or interview process.</em></strong></p>
<hr>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>Headspace participates in the</em> <a href="https://www.ginger.com/careers/ginger-e-verify" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"><em>E-Verify Program</em></a><em>.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold"><em>Privacy Statement</em></strong></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>All member records are protected according to our<a href="https://organizations.headspace.com/page/applicant-notice" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"> Privacy Policy</a>. 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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">#LI-LC2</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">What you will do:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Design, develop and implement tax planning strategies for a global entity, including domestic and foreign operations</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Establish deep business partner relationships across the organization to ensure company strategy and projects include a thorough review of tax consequences</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Manage all tax projects including M&A due diligence, tax impacts of new products and services, geographical expansion, and all tax studies</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Drive implementation of tax compliance systems and tools to ensure accuracy and efficiency of tax collection and remittance</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Actively manage relationships with third party tax advisors to optimize the relationships to efficiently balance in house vs outsourced tax support</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Oversee completion of federal, international, state and local tax filings including all related analysis and support</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Oversee the preparation of income tax provision in accordance with ASC 740 and financial reporting disclosures</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Monitor legislative changes in tax laws that may impact tax positions, including tax accounting implications</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Ensure compliance with global transfer pricing requirements</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Establish and maintain formal tax policies, practices and procedures to ensure compliance with US GAAP and tax regulations.</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Manage any tax audits, notices and enquiries received from domestic and foreign tax authorities</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">What you will bring</strong>:</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Required Skills:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">10+ years of relevant tax experience, with a mix of public accounting and multinational corporate environments</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Bachelor’s degree in accounting or finance</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Excellent written and verbal communication, able to convey complex matters with simplicity and clarity to non-experts across the company</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Strong, generalized tax knowledge across domestic and foreign income tax, domestic and foreign indirect tax, transfer pricing, international withholding tax, local taxes and more</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Proficiency in Microsoft Office Suite: Word, Excel and Powerpoint</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Experience with Avalara or similar tax software including system implementation</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Strong analytical, critical thinking, and time management skills</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Ability and desire to work in a fast-paced, high growth environment</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">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</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">CPA license required</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Preferred Skills:</strong></p>
<ul class=" text-base sm:text-lg marker:text-color list-inside list-disc text-gray-500 list-disc list-outside pl-3 mb-6">
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Industry experience in the technology or healthcare sectors</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Knowledgeable about tax advantages of various entity structures including medical professional corporations and international subsidiaries</span></li>
<li class=" leading-snug mb-2 pl-2"><span class="text-gray-200">Masters of Taxation or equivalent</span></li>
</ul>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">Pay & Benefits</strong>:</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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 <strong class=" font-semibold">$140,040-$220,000</strong>.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold">How we feel about Diversity, Equity, Inclusion and Belonging:</strong></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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.</p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>*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.</em> <strong class=" font-semibold"><em>Please inform our Talent Acquisition team by filling out</em></strong> <a href="https://docs.google.com/forms/d/e/1FAIpQLSdE8hXeZCqOzzVSXbYKv3gO%5F88tTdlJYs3XUPHSyNvhkzqqRQ/viewform" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"><strong class=" font-semibold"><em>this form</em></strong></a> <strong class=" font-semibold"><em>if you need any assistance completing any forms or to otherwise participate in the application or interview process.</em></strong></p>
<hr>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>Headspace participates in the</em> <a href="https://www.ginger.com/careers/ginger-e-verify" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"><em>E-Verify Program</em></a><em>.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><strong class=" font-semibold"><em>Privacy Statement</em></strong></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>All member records are protected according to our<a href="https://organizations.headspace.com/page/applicant-notice" target="_blank" class="break-all font-medium underline hover:opacity-75" rel="noopener noreferrer nofollow"> Privacy Policy</a>. 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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3"><em>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.</em></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">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></p>
<p class=" text-gray-200 text-base sm:text-lg leading-relaxed mb-3">#LI-LC2</p>