Sr. Leave & Benefits Specialist

Job Req ID: 106990 

Job Type: Full-time 

Work Category: Hybrid Telecommute 

Application Close Date: 04/10/2026 

Sponsorship: Not Available 

Compensation: $ 93,800 - $ 140,600 

 

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We are GALLO

We’re a family-owned company with a 90+ year legacy, that’s consistently recognized as a Glassdoor “Best Places to Work.” We have 130+ brands in our total alcohol beverage portfolio including wine, malt, spirits, and ready-to-drink beverages. We’re home to the #1 wine and spirits brands in the U.S. - Barefoot Wine & High Noon and are the official sponsors of the NFL, NHL, UFC, and PGA of America.

 

View our Corporate Values and Mission Statement here.

 

A Taste of What You’ll Do

In this role, you’ll play a critical part in delivering a seamless, compliant, and employee-centered leave experience across the organization. You’ll administer a wide range of leave programs and partner closely with third-party administrators, state agencies, and internal teams to ensure leaves of absence, disability, and workers’ compensation are coordinated effectively and accurately. Your work will directly support employees during some of their most important moments, balancing empathy with precision and regulatory rigor.

You’ll serve as a trusted subject matter expert, applying deep knowledge of federal, state, and local leave laws while ensuring company policies are followed consistently. From intake and eligibility determination through return-to-work coordination, you’ll manage complex cases with discretion, sound judgment, and a service-focused mindset. Clear communication with employees and managers will be central to your success, as will your ability to meet deadlines, maintain confidentiality, and ensure data integrity across systems.

Collaboration will be at the heart of your day-to-day work. You’ll partner with HR, Legal, Payroll, Benefits, Disability Management, Workers’ Compensation, and operational leaders to review cases, support return-to-work planning, and transition employees into the interactive process when additional accommodations are needed. You’ll also contribute to continuous improvement by identifying trends, developing training, and supporting strategic leave management initiatives that strengthen the employee experience and business outcomes.

What You’ll Need

•   Bachelor’s degree plus 5 years of experience in leave, absence, disability, benefits or case management reflecting increasing levels of responsibility; OR High School diploma or State-issued equivalency certificate plus 9 years of experience in leave, absence, disability, benefits or case management reflecting increasing levels of responsibility.
•   Knowledge of leave administration practices using applicable federal, state, municipal regulations and Company policies and collective bargaining agreements, as applicable.
•   Demonstrates strong customer service, excellent written/verbal communication, and organizational skills.
•   Ability to manage deadlines, and maintain strict confidentiality.
•   Experience with HRIS/leave management systems and Microsoft Office (Outlook, Word, Excel), as demonstrated in work product and employment experience.
•   Required to travel to company offices, sites, and/or meeting locations for onboarding, training, meetings, and events for development, department needs, and business delivery up to 5% of the time, with or without reasonable accommodation. This may be in addition to travel requirements, if applicable, as listed in this job description.
•   Required to be 18 years or older. This may be in addition to other age requirements, if applicable, as listed in this job description.

How You’ll Stand Out

•   Deep, hands-on expertise administering complex leave programs, including FMLA, CFRA/PDL, ADA/FEHA, PWFA, USERRA, and state and local leave programs, with the ability to identify and escalate high-risk or sensitive cases.
•   Proven ability to partner cross-functionally with HR, Legal, Payroll, Benefits, Disability, and Workers’ Compensation teams to deliver an integrated absence, accommodations, and return-to-work e