Benefits and Compensation Manager

Island is shaping the future of work - creating an enterprise workspace for both knowledge workers and agents - where access, security, and AI-powered productivity are built in. Our enterprise agentic control plane boosts productivity across devices, browsers, applications, networks, and data while protecting sensitive information, simplifying access, and helping enterprises scale AI safely. Behind all of that is a team of people who care deeply about their craft and want to do the biggest and best work of their careers. At Island, character and drive matter more than your resume. Backed by Coatue Management, Insight Partners, Sequoia Capital, Cyberstarts, and other world-class investors, Island is used by millions of people at some of the planet’s largest enterprises. Come build with us. Together, we’re changing how the world works. 2026 - #28 + ONLY DFW Company on the CNBC Disruptor 50 List 2025 - #1 in LinkedIn's Top Startups of 2025 2025 - #6 in the 2025 Dallas 100™ Entrepreneur Awards 2025 - Forbes Cloud 100 About the Team The HR team is growing with the fast-scaling organization and continuing to build the people infrastructure. You'll report to the Senior HR Manager and partner regularly with Finance, Legal, and HR leaders across our Dallas and Tel Aviv offices. About the Role We're hiring a Benefits and Compensation Manager to own benefits administration and compensation programs. This role will also be responsible for managing our transition off our current PEO and building out benefits and compensation operations in-house. This role will be focused on supporting our US programs, providing global support as needed. You'll bring structure and rigor to programs that are foundational to how we attract, pay, and support our people. How We Work Note: This position is full-time five days per week in-office at our Coppell, TX headquarters (Monday through Friday). We believe collaboration and culture thrive face-to-face, and we can’t wait to welcome you to the team. What You’ll Do • Lead the project management of Island's PEO extraction, coordinating timelines, vendors, and stakeholders across HR, Finance, and Legal • Partner with HR leadership on benefit and compensation program design, benchmarking, merit cycles, and comp philosophy • Own the administration and communication of employee benefits, 401(k), and perquisite programs, including annual benefits renewal, open enrollment, COBRA administration, and annual compliance reporting requirements • Manage relationships with benefits brokers, carriers, third-party administrators, and the PEO (and successor systems) through the transition, maintaining accurate records in HRIS and compensation systems • Administer leaves of absence (FMLA, state-specific leave, company leave programs, and ADA accommodations), serving as the point of contact for employees and managers from request through return to work • Manage worker's compensation claims and carrier relationships, coordinating return-to-work plans with managers • Build and maintain compensation structures including salary bands, job leveling, and pay equity, utilizing benefits and compensation data to identify trends and inform decisions • Support job offers, promotions, and compensation adjustments with market data and internal equity analysis • Ensure federal and multi-state compliance for US programs • Provide support on global benefits and compensation programs as needed You Might Be a Fit If • 5-7+ years of progressive experience in benefits administration and compensation, with at least 3 years focused on compensation strategy or analysis • Experience managing a PEO transition or similar large-scale HR systems/vendor change, with strong project management skills • Strong working knowledge of federal and multi-state regulatory compliance • Hands-on experience with HRIS, benefits administration, and compensation tools • Strong Excel/spreadsheet skills and comfort working with data to build salary structures and benefits cost models • Excellent communication skills, with the ability to translate complex benefits and comp concepts into plain language for employees and managers • A high level of discretion and judgment when handling confidential compensation and benefits information Bonus Points If • Direct experience leading or supporting a PEO-to-in-house benefits/payroll transition at a high-growth startup • Familiarity with HiBob, TriNet, Deel, OpenComp, Radford or similar platforms • Experience supporting both US and international employee populations • Experience in a fast-paced, hyper-growth startup environment, building processes and managing shifting priorities Benefits and Perks • Medical, dental, vision • Company paid Life and AD&D Insurance • Company paid STD and LTD Insurance • 401(k) with company contributions • Paid Time Off & 9 Company Holidays • In-office wellness instructor and daily lunches (for office-based roles) Physical Environment This position requires the ability to perform sedentary work, which involves exerting up to 10 pounds of force occasionally, and/or a negligible amount of force to lift, carry, push, pull, or otherwise move objects as needed. The employee will primarily operate standard office equipment and keyboards, and may require close visual acuity for tasks like analyzing data and reading extensive text. Equal Opportunity Statement Island is an equal opportunity employer. We are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to their background or protected characteristics. E-Verify Island Technology participates in E-Verify.For additional information please review the E-Verify Participation & Right to Work Poster from the Department of Homeland Security General Disclosure The job description is subject to change with or without prior notice, and a reasonable accommodation may be requested to perform the essential functions of the job. Data Privacy You can find information on how we process and protect your personal data in our Employee & Applicant Privacy Notice. For any privacy-related questions, contact us at privacy@island.io.