Director, Benefits & Leave

Back to jobs Director, Benefits & Leave -REMOTE, USA- Apply For over 20 years, Smartsheet has helped people and teams achieve–well, anything. From seamless work management to smart, scalable solutions, we’ve always worked with flow. We’re building tools that empower teams to automate the manual, uncover insights, and scale smarter. But more than that, we’re creating space– space to think big, take action, and unlock the kind of work that truly matters. Because when challenge meets purpose, and passion turns into progress, that’s magic at work, and it’s what we show up for everyday. We're looking for a strategic and forward-thinking leader to join us as Director, Global Benefits. In this role, you'll design, implement, and manage global benefits and leave programs that are competitive, compliant, and aligned with our company strategy. Leading a global team, you'll shape our approach to employee well-being, partnering with senior leaders to deliver innovative, cost-effective solutions that attract, engage and retain top talent. If you're passionate about transforming the employee experience through impactful benefits, we want to hear from you. You will report to our Sr. Director, Total Rewards and this is a remote eligible position. You Will: Provide strategic leadership and direction for the global benefits and leave function, ensuring alignment with the company’s overall business objectives and talent strategy Lead and manage a global team of benefits and leave professionals, fostering a high-performance culture and ensuring effective execution of projects and programs Oversee the management of broker and vendor relationships globally, ensuring optimal service delivery, cost-effectiveness, and performance Develop and implement global benefits and leave policies and procedures, ensuring compliance with local laws and regulations Direct the global annual renewal process, including the evaluation of proposed changes, budget negotiations, and smooth implementation of new plans Conduct global benchmarking and market analysis to ensure the competitiveness and attractiveness of the company's benefits package Lead change management efforts for global benefits transitions and new program rollouts, ensuring effective communication and adoption Ensure benefits-related systems, including Workday, are effectively supporting global administration Collaborate with global stakeholders, including Finance, Procurement, Legal, HR, and senior leadership, to evaluate, refine, and integrate benefits programs Manage the global benefits budget, ensuring cost-effectiveness and financial sustainability You Have: Bachelor's degree in Human Resources, Business Administration, or a related field 12+ years of progressive experience in benefits and leave management, with significant global experience 8+ years of experience in managing and leading teams, including global teams Proven ability to develop and implement global benefits strategies Strong knowledge of global benefits regulations and compliance requirements Excellent leadership, communication, and presentation skills Proficiency with HRIS systems, such as Workday, and Microsoft Excel and Google Suite Demonstrated ability to be flexible, adaptable, and a collaborative leader in a global environment Industry-specific certifications (e.g., CEBS, GPHR) preferred Current US Perks & Benefits: HSA, 100% employer-paid premiums, or Buy-up medical/vision and dental coverage options for full-time employees 401k Match to help you save for your future (50% of your contribution up to the first 6% of your eligible pay) Monthly stipend to support your work and productivity Flexible Time Away Program, plus Sick Time Off US employees are automatically covered under Smartsheet-sponsored life insurance, short-term, and long-term disability plans US employees receive 12 paid holidays per year Up to 24 weeks of Parental Leave Personal paid Volunteer Day to support our community Opportunities for professional growth and development including access to Udemy online courses Company Funded Perks, including a counseling membership, local retail discounts, and your own personal Smartsheet account Teleworking options from any registered location in the U.S. (role specific) Smartsheet provides a competitive base salary range for roles that may be hired in different geographic areas we are licensed to operate our business from. Actual compensation is determined by several factors including, but not limited to, level of professional, educational experience, skills, and specific candidate location. In addition, this role will be eligible for a market competitive incentive opportunity. US Base Salary Pay Range $172,500 - $200,000 USD   Get to Know Us: At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You’ll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you’re doing work that stretches you, excites you, and connects you to something bigger, that’s magic at work. Let’s build what’s next, together. Equal Opportunity Employer: Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, and India. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.  If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.   #LI-Remote Create a Job Alert Interested in building your career at Smartsheet? Get future opportunities sent straight to your email. 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