Server/Winery Tasting Room Associate - Wine Sales

Company: Two Lions Vineyards
Location: Upper Marlboro
Posted on: April 3, 2026

Job Description:

Job Description Job Description About us We are a boutique winery in Southern Maryland dedicated to crafting high-quality wine and delivering top-tier customer experiences. This is a fast-paced, high-energy environment where only those who hustle, grind, and take pride in their work will thrive. If you’re passionate, hardworking, and ready to bring your A-game, we want you on our team! Saturday & Sunday availability a must! $12/hour PLUS tips! Our work environment includes: - On-the-job training - Lively atmosphere - Growth opportunities Tasting Room Sales Associate Job Description A Two Lions Vineyards tasting room associate provides an exceptional experience to guests of the winery through his or her wine knowledge, stellar customer service and sales driven attitude. A tasting room associate is responsible for the sale of wine and creating a environment reflective of our values culture. The associate also provides assistance with set-up and closing of the winery. This is a part-time position that requires weekend availability. Specific Responsibilities Include (but are not limited to): - Greet all visitors with enthusiasm - Lead guests through wine tasting experiences – educating them about the winery story, wines, growing regions, and brand. - Ensure a fun, memorable and educational customer experience. - Work towards developing relationships with guests to convert into Wine Club members - Build long lasting relationships with Two Lions Vineyards customers and wine club members - Effectively suggest and sell wine, with the ability to “up-sell” - Support the team and work together - Muti-task and keep up with the fast paced environment Tasting Room daily operations: - Opening and closing, stocking wine and retail products, and assisting with the proper display and pricing of retail items - Responsibly pour selected wines for visitors according to tasting room guidelines and procedures and in accordance with laws and regulations - Develop basic knowledge of the wines and winemaking practices to continually promote and educate guests on the winery and its offerings - Handle POS transactions on an integrated cash register and database system - Provide all guests with excellent customer service - Assist customers to their vehicles with large purchases (Must be able to lift 40 lbs) - Clean tasting room, bathroom facilities, wash and polish glassware used in the tasting room - Quickly recognize the signs that a guest should not be served alcohol and take appropriate action to professionally address the situation - Always maintain a professional and polished appearance that reflects our brand General Requirements: - Must be at least 21 years of age - Must be available on weekends - This position requires the ability to lift 40lbs on a regular basis and stand for six hours - Education: High School Diploma, or equivalent - Excellent communication and sales skill are essential - Cash handling experience and basic math skills - Flexibility and ability to manage constantly changing priorities with enthusiasm - Ability to follow company policies and procedures regarding federal and state compliance Job Type: Part-time Salary: From $12.00 per hour plus tips! Tips range from $100-$200 per day. Benefits: - Employee discount - Food provided Company Description Two Lions Vineyards, a labor of love founded by a husband and wife with an affinity for new adventures, invites you to join their incredible team. From cultivating fields to crafting exquisite wines, Two Lions Vineyards embodies a journey rooted in hard work, simple grace, and the pursuit of dreams. We are committed to creating high-end customer experiences while fostering a positive, fun working environment. If you're driven by passion, possess a strong work ethic, and thrive on initiative and accountability, consider joining us on this extraordinary adventure as we continue to grow and elevate to the next level. Company Description Two Lions Vineyards, a labor of love founded by a husband and wife with an affinity for new adventures, invites you to join their incredible team. From cultivating fields to crafting exquisite wines, Two Lions Vineyards embodies a journey rooted in hard work, simple grace, and the pursuit of dreams. We are committed to creating high-end customer experiences while fostering a positive, fun working environment. If you're driven by passion, possess a strong work ethic, and thrive on initiative and accountability, consider joining us on this extraordinary adventure as we continue to grow and elevate to the next level.

Keywords: Two Lions Vineyards, Catonsville , Server/Winery Tasting Room Associate - Wine Sales, Hospitality & Tourism , Upper Marlboro, Maryland