Meds.com is a rapidly growing consumer technology firm operating a suite of healthcare businesses, including our flagship brands BlueChew and MOD. Our mission is to better patients' lives through innovative healthcare solutions. With a team of 350 professionals across various specialties, we've built scalable pharmacy, telemedicine, and e-commerce platforms using cutting-edge technology. As we continue our accelerated growth trajectory, we're launching new products to expand our patient base and accelerate growth. Join us in tackling exciting challenges at the intersection of healthcare and technology.  We're looking for a Payroll Specialist to own end-to-end payroll processing across all company entities. This role also administers our 401(k) program and manages leave of absence cases including FMLA, short-term disability, and workers' compensation ensuring accuracy, compliance, and strong employee experience throughout. Join our team in Chicago, IL! This hybrid role is ideal for someone who genuinely enjoys collaborating and working in an in-office environment, while also benefiting from the flexibility of a hybrid schedule. RESPONSIBILITIES AND DUTIES: * Process end-to-end bi-weekly and semi-monthly payroll through Paylocity, ensuring accuracy, timeliness, and compliance across multiple entities and jurisdictions. * Administer the Company's 401(k) program, including enrollments, contribution changes, loans, employee inquiries, vendor coordination, and compliance support. * Manage employee leave programs, including FMLA, Short-Term Disability (STD), and Workers' Compensation, ensuring accurate case management, documentation, and compliance with applicable federal and state laws. * Process employee lifecycle transactions, including new hires, compensation changes, status changes, terminations, and final pay. * Reconcile payroll data, investigate and resolve payroll discrepancies, and prepare payroll reports. * Respond to employee payroll, leave, and benefits-related inquiries while maintaining confidentiality of employee information. * Ensure compliance with federal, state, and local payroll tax regulations and employment laws. * Partner with Human Resources, Finance, and external vendors, including payroll providers, retirement plan administrators, and leave/workers' compensation carriers. * Support payroll, 401(k), workers' compensation audits, year-end payroll processes (including W-2s), and other special projects as assigned. Qualifications * 5 + years of experience processing multi-entity and/or multi-state payroll. * Experience administering 401(k) plans and employee leave programs, including FMLA, Short-Term Disability (STD), and Workers' Compensation. * Strong knowledge of federal, state, and local payroll tax, wage and hour, and employment laws. * Proficiency with Paylocity or a comparable payroll/HRIS system. * Proficiency in Microsoft Excel and Microsoft Office Suite. * Excellent organizational skills with a high degree of accuracy, attention to detail, and ability to maintain confidentiality. * Strong communication, problem-solving, and cross-functional collaboration skills.   Perks * 100% company-paid Medical, Dental, and Vision premium coverage for employees, plus. * Short-Term Disability and Life Insurance * 401(k) with company match * Complimentary daily lunch provided on-site