Benefits Leader

Job ID: 2685Req ID: 791Location: Greenwich, CT, USAPay: USD 120000 - 150000Posted: 2026-10-19 About the Company Interactive Brokers Group, Inc. (NASDAQ: IBKR), a member of the S&P 500, is a global financial services company headquartered in Greenwich, Connecticut, with offices in over 15 countries. Through its affiliates, Interactive Brokers provides automated trade execution and custody of securities, commodities, foreign exchange, and prediction markets on over 170 markets in numerous countries and currencies. For more than four decades, Interactive Brokers has focused on technology, automation, and innovation to provide clients worldwide with a sophisticated, unified platform to manage their investment portfolios. We serve individual investors, hedge funds, proprietary trading groups, financial advisors, and introducing brokers. Our culture is driven by problem-solving, efficiency, and continuous improvement. We look for individuals who are intellectually curious, collaborative, and motivated to contribute to technology that helps simplify and enhance access to global financial markets. Interactive Brokers has consistently been recognized as a top broker by respected industry sources including Barron’s, Investopedia, Stockbrokers.com, and others. This is Hybrid role (4 days in office /1 days remote)About your Team: We are looking for a hands-on Benefits and Payroll Leader who has a strong foundation in U.S. benefits administration and is ready to take the next step in their career. This role is ideal for someone who has already gained meaningful experience managing benefits processes but is still looking to grow, broaden their responsibilities, and develop into a stronger benefits and HR operations leader. The individual will be responsible for the day-to-day administration of our U.S. benefits programs, including enrollment, employee support, leave administration, vendor coordination, billing and reconciliation. This is a hands-on role, and we are looking for someone who is comfortable getting into the details and personally resolving issues rather than only overseeing the work. In addition to benefits responsibilities, this individual will serve as the primary backup for U.S. payroll. Prior hands-on U.S. payroll experience is therefore important. The individual should understand the payroll process well enough to step in and support payroll processing, review payroll data, troubleshoot issues, and help ensure payroll is completed accurately and on time when primary payroll resources are unavailable. The Person We’re Looking For: We are not necessarily looking for someone who has already done everything or has reached the most senior level of their career. We want someone with a strong foundation who is hungry to learn, willing to roll up their sleeves, and interested in growing their career. The right candidate will have enough experience to independently manage core benefits responsibilities while still being excited to learn new areas, take on broader responsibilities and develop alongside a growing HR organization. They should be equally comfortable talking with an employee about a benefit issue, reconciling an invoice, working through a leave situation, or stepping into the U.S. payroll process when needed. While benefits will be a significant part of the role, this person will also become a key part of our payroll coverage model and should be comfortable taking ownership when serving as the primary payroll backup. What will be your responsibilities within IBKR: Manage the day-to-day administration of U.S. medical, dental, vision, life, disability and other employee benefit programs. Support and help lead annual open enrollment, including employee communications, system testing, enrollment support and vendor coordination. Process and oversee new hire enrollments, qualifying life events, terminations and other benefit changes. Manage employee leaves, including FMLA, disability, parental and other applicable leave programs. Serve as a key resource for employees with benefit questions and help resolve more complex enrollment or coverage issues. Review and reconcile benefit invoices and work directly with vendors to resolve discrepancies. Maintain accurate eligibility and enrollment data and perform regular audits and reconciliations. What required skill you need: Approximately 4–7 years of HR experience, with meaningful hands-on experience in U.S. benefits administration. Experience administering health and welfare benefits from enrollment through ongoing employee support. Experience with leave administration. Experience reviewing and reconciling benefit invoices. Prior hands-on U.S. payroll experience, with the ability to step in as the primary backup for payroll processing. Working knowledge of payroll concepts such as earnings, deductions, taxes, benefits deductions, payroll adjustments and reconciliations. Strong attention to detail and comfort working with data, reconciliations and employee records. Ability to independently research and resolve employee and vendor issues. Strong communication and employee service skills. Comfortable working in a fast-paced environment where priorities may change. Demonstrated interest in learning and taking on increasing levels of responsibility. Experience with Dayforce is a plus. Experience with HR systems, reporting, integrations or process automation is also a plus. To be successful in this position, you will have the following: Self-motivated and able to handle tasks with minimal supervision. Superb analytical and problem-solving skills. Excellent collaboration and communication (Verbal and written) skills. Outstanding organizational and time management skills. Company Benefits & Perks Competitive salary, annual performance-based bonus, and stock grant awards 401(k) retirement plan with competitive company match Excellent health and wellness benefits, including medical, dental, and vision benefits. 100% employer-paid medical premiums, with generous employer contributions to dental & vision plans as well. Wellness screening and assessments, health coaches, and counseling services through an Employee Assistance Program (EAP) Generous paid parental leave (up to 16 weeks paid parental leave for eligible employees) Company-paid basic life insurance, accidental death & dismemberment (AD&D), and short- and long-term disability coverage Flexible Spending Accounts (Healthcare, Dependent Care, and Commuter FSAs) Quarterly fitness stipend to offset costs associated with traditional gym and fitness memberships or fees Education reimbursement and professional development opportunities Legal services, telehealth access, and voluntary insurance options Backup child and adult care support through Care.com Daily lunch allowance and fully stocked kitchen with healthy breakfast and snack options