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Careers at Oliver Winery

Tasting Room associate helping guests at Oliver Winery.

Be part of our family.

Wine is a creative business. We make stuff from dirt. It's demanding. And fun! Oliver is a growing company, with a thriving tourism business and distribution in 40 states. We are one of the largest wineries in the U.S. We're a community of smart, diverse professionals with big dreams.

We care deeply about each other, and that makes every grape harvested, glass poured, and five-star rating earned even more meaningful. Oliver leaders are highly engaged in making our workplace fun, fulfilling, and rewarding. And our workforce is highly engaged for the good of the company, the community, and one another.

Lisa Weaver, Hospitality Manager at Oliver Winery in the Bloomington, Indiana tasting room.

Make an Impact

We're a community of smart, diverse professionals with shared values that guide us in hiring, planning, and creating. We share a passion for the winery's work and a consistent vision for quality.

Nothing beats seeing someone's eyes light up when they find their new favorite wine.

Lisa Weaver, Hospitality Manager

Work side by side with great people at Oliver Winery. We get to do things like hand harvest grapes in the fall, as pictured here.

Great People

We connect people through wine. That means employees too. The “family” thing isn’t just lip service. Your birthday card will include actual handwritten notes. Quirky rituals and shenanigans keep it fun — from hot air balloon adventures to the yearly family picnic and bonfire.

Meet the Team

Live Well Program

Our commitment to culture earned us Best Places to Work designations. A few of the highlights:

Live Well Learning

Lunch-and-learn sessions on topics from financial health to good posture. Free onsite annual health screening. Move-more fitness challenges. And more!

Fitness Perks

Employees receive fitness-related reimbursements.

Giving Back

Oliver matches personal charitable giving and sponsors employee service days in addition to corporate philanthropy.

Employee Benefits & Perks

Oliver is a life-friendly employer, with tools to help employees live the good life now and in the future. We offer flexible, job-specific schedules to help our employees find work-life balance. Plus:


Our comprehensive health, disability, and life insurance packages and 401k retirement plans compete with Indiana's top employers.


Employees learn about wines firsthand and receive ongoing wine education and job training. The winery also sponsors professional development for full-time staffers.


We've got perks, too! Get-togethers happen all year long. Wine Wednesdays, our annual employee breakfast, a family-friendly vineyard event, and beautiful holiday gatherings, just to name a few.