Wine Specialist Jobs
Wine Specialist jobs are open across retail, hospitality, wholesale distribution, and specialty retail, covering specializations in retail sales, sommelier services, and brand education, from entry-level to senior and director roles. Find a role that fits below and apply directly.
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is seeking a friendly, dependable, and hospitality-driven Wine Specialist/Bartender to join our Front of House team.
While each position has its own area of expertise, all of our Front of House team members are cross trained in other departments (including cafe and retail) and share the same goal: creating a warm, welcoming, knowledgeable, and seamless experience for every guest. We’re looking for people who take pride in hospitality, work well in a fast-paced environment, and enjoy being part of a collaborative team.
What You'll Do
Guest Service & Hospitality
- Provide warm, knowledgeable, and attentive service to every guest.
- Welcome customers and create a friendly, neighborhood atmosphere for both regulars and first-time visitors.
- Take food and beverage orders accurately and efficiently.
- Answer questions, make thoughtful product and menu recommendations, and proactively respond to guest needs.
- Help create a clean, organized, and visually appealing guest environment.
- Work collaboratively with bartenders, baristas, market staff, kitchen staff, and managers to ensure smooth service.
Food, Beverage & Product Knowledge
- Maintain strong working knowledge of our prepared food, coffee, and bar menus.
- Develop familiarity with our wine offerings and demonstrate a willingness to continue learning about wine, beer, spirits, specialty foods, and other market products.
- Provide knowledgeable recommendations and help guests discover products that fit their preferences.
Cross-Training
- Cross-train on positions in other FOH departments retail/bar/coffee service and support the rest of team as needed
- Learn to prepare drinks in other departments (espresso to cocktails to correct pouring of wine/beer) according to our recipes and quality standards
- Assist the other teams with cleaning and restocking, and make food and wine recommendations to guests.
Wine Specialist/Bartender
- Prepare classic and seasonal cocktails according to established recipes and quality standards.
- Pour and serve beer, wine, and spirits accurately and consistently.
- Guide guests through our beverage menu, including cocktails, wine, beer, and non-alcoholic beverages.
- Maintain a clean, organized, and fully stocked bar.
- Monitor the quality and freshness of garnishes, juices, syrups, mixers, and other bar ingredients.
- Follow all local and state liquor laws, responsible alcohol service practices, and company policies.
What We're Looking For
- Minimum 2 years of bartending experience with a strong wine background.
- A positive attitude and genuine passion for hospitality.
- Strong communication skills and a team-oriented approach.
- The ability to remain calm, organized, and efficient in a fast-paced, high-volume environment.
- Strong attention to detail and the ability to multitask and prioritize.
- Dependability, accountability, and reliability.
- Food Safety and Illinois BASSET certification, or the ability to obtain certification before employment.
- The ability to stand for extended periods and perform physically active work throughout a shift.
- Physical requirements including lift and carry up to 50 lbs
Availability
- All Front of House positions are generally scheduled 3–5 shifts per week.
- At least two weekend days (Friday–Sunday)
- At least two weekday PM shifts (Monday–Thursday)
- Most holidays, including Thanksgiving, Christmas Eve, New Year's Eve, and New Year's Day, Valentine's Day, etc.
Compensation & Benefits
- We are use a point based system in pool house
- Market Team Associate: $17.05/hour + tips
- Barista: $15/hour + tips
- Wine Specialist/Bartender: $12.96/hour + tips
All positions include:
- 401(k)
- Employee discount
- Paid sick time
- Paid time off
Why Join Piccadilly Market?
At Piccadilly Market, we're committed to creating an exceptional neighborhood market and dining experience through hospitality, quality products, and genuine community connection.
Our Front of House team plays an essential role in bringing that experience to life. You'll work alongside a supportive, hardworking team that values professionalism, collaboration, hospitality, and continuous learning. You'll gain hands-on experience across specialty foods, coffee, wine, cocktails, beer, and restaurant and market operations while having opportunities to learn, contribute, and grow within the company.
If you’re passionate about hospitality and want to be part of a team that takes pride in creating a great experience for every guest, we’d love to meet you.
Pay: $20.00 - $35.00 per hour
Benefits:
- Employee discount
- Paid time off
- Paid training
Work Location: In person
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Who's Hiring



What Employers Look For
The qualifications that appear most often in wine specialist jobs.
- WSET Level 2 or higher, or equivalent wine certification such as CMS
- One or more years of retail, hospitality, or wholesale wine sales experience
- Demonstrated knowledge of Old World and New World wine regions and varietals
- Strong customer service and consultative selling skills in a beverage context
- Ability to pass or obtain a state alcohol beverage service certification where required
- Comfortable with inventory management, POS systems, and basic merchandising tasks
Tips for Your Wine Specialist Job Search
List your certifications above your degree
Hiring managers in wine scan for WSET, CMS, or Court of Master Sommeliers levels before anything else. Put your certifications in a dedicated line near the top of your resume, not buried in an education section at the bottom.
Tailor your resume to the channel
A retail wine specialist role values inventory management and upselling metrics. A sommelier or on-premise role values pairing knowledge and guest experience. Reframe your bullets to match the channel in the job description before you apply.
Apply early to roles that fit
Migrate Mate lists wine specialist openings from across the United States in one place, so you can find roles that match and apply directly to each listing.
Prepare for a blind tasting round
Many employers, especially in fine dining and specialty retail, include a practical tasting component. Practice structured deductive tasting out loud so you can articulate grape variety, region, and vintage with confidence under time pressure.
Show producer and regional depth in interviews
Generic wine knowledge won't differentiate you. Name the specific producers, appellations, or varietals most relevant to the employer's portfolio, and explain why customers in that market respond to them. That specificity signals real selling ability.
Negotiate your education benefit upfront
Many wine employers offer annual allowances for WSET courses or tasting allocations. Ask about the professional development budget during the offer stage, not after you start, so it's written into your package from day one.
Wine Specialist Jobs: Frequently Asked Questions
Which companies are hiring the most wine specialists?
Superior Beverage, Manhattan Beer & Beverage Distributors, and HEB are hiring the most wine specialists right now, with openings concentrated in New York, Ohio, and Illinois, based on current listings on Migrate Mate as of November 2026. Volume tends to cluster around specialty retailers, fine dining groups, and regional distributors.
How many wine specialist jobs are remote?
About 20% of wine specialist openings are fully remote or hybrid as of November 2026, with remote options most common in brand education, corporate wine buying, and content-focused roles. Customer-facing positions in retail, restaurant, and tasting room environments almost always require in-person presence.
How do you become a wine specialist?
Start by completing a recognized certification program such as WSET Level 2 or the Court of Master Sommeliers Introductory exam, which establishes foundational credibility with employers. Pair that with hands-on experience in retail, hospitality, or a winery tasting room to build practical selling and service skills. From there, pursue advanced certifications and specialize in a channel, whether fine dining, specialty retail, or wholesale, to move into senior roles.
Can you get hired as a wine specialist with little experience?
Yes, entry-level wine specialist roles do exist, particularly in specialty retail and casual dining, and employers often prioritize demonstrated passion and certifications over years of experience. Completing a WSET Level 2 or an introductory sommelier exam before applying signals seriousness. Retail associate or restaurant floor experience that involved any wine sales or service is worth highlighting specifically, even if the role wasn't wine-focused.
What does the wine specialist interview process look like?
Most wine specialist interviews include an initial screening call focused on your certification background and channel experience, followed by an in-person or panel interview with questions about regional knowledge, customer handling, and sales approach. Many fine dining and specialty retail employers add a practical tasting round where you identify varietals or build a pairing recommendation. Some wholesale and distributor roles include a ride-along or mock sales presentation as a final stage.
Where can I find and apply to wine specialist jobs?
You can find and apply to wine specialist jobs on Migrate Mate, which lists current openings from across the United States in one place. Find roles that match your specialization, certification level, and preferred channel, then apply directly to each listing from the page.
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