Harvest Helper – Vineyard & Cellar Assistant
20 Deep Winery is looking for someone to join our small, passionate team for the 2025 harvest season. We’re seeking an energetic harvest helper interested in hands-on learning. This is a great opportunity to gain real winemaking experience in a supportive environment where we’re happy to teach.
WHAT YOU’LL DO:
- Assist with grape processing, crushing, and pressing.
- Help with fermentation operations including punch-downs, pump-overs, and racking
- Monitor fermentations and perform basic cellar tasks
- Clean and sanitize winery equipment and facilities
- General harvest support as needed
SCHEDULE:
- Seasonal position: late September through early November
- Primarily Monday-Friday (we limit weekend work whenever possible)
- Typical harvest day: 8am-7pm (grape picking at 8am, processing by 2-3pm, pressing and cleanup by 7pm)
- Some flexibility available – we can work with different schedules
- Weekend work occasionally required based on weather/fermentation needs
WHAT WE’RE LOOKING FOR:
- High energy and willingness to learn
- Comfortable working outdoors and getting your hands dirty
- Ability to lift 50+ lbs and work on your feet for extended periods
- Reliable transportation to Mendon, NY
- Positive attitude and commitment to see the season through
- Grape/vineyard or agricultural experience is a plus but not required
COMPENSATION
- $15-20/hour based on experience
- Bonus paid at successful completion of harvest
- Opportunity to learn all aspects of small-batch winemaking
Tasting Room Associate / Bartender
20 Deep Winery is looking for energetic people with a passion for food & wine to join our hospitality team at our Tasting Room in Mendon, NY. The Tasting Room Sales Associate is a key position in our Hospitality Team. Encompassing both hospitality and wine sales, this position cultivates long-term customer relationships that generate repeat business, club acquisition and brand loyalty. The most important part of this position is having a positive personality, hospitality instincts and to genuinely enjoy working with people. We will teach you the food and wine skills you need, although prior wine and winemaking experience is preferred.
DESIRED EXPERIENCE
- Two years guest service/hospitality preferred.
- Able to stand, walk, bend for extended periods of time.
- A true desire to satisfy the needs of others in a fast-paced environment.
- Excellent interpersonal and relationship building skills with a warm attitude.
- Ability to prioritize multiple tasks.
- Strong attention to detail.
- Maintains an optimistic approach with a can-do, results oriented mindset.
ESSENTIAL JOB FUNCTIONS
- Greet all visitors warmly, engaging them in the story of the 20 Deep brand.
- Ensure that every guest has a relaxed tasting experience and leaves with an unpretentious impression of our wines and our brand.
- Accurately enters orders into the Point of Sales System
- Able to work in a fast-paced environment while maintaining a high level of detail and customer service.
- Cleaning and maintaining the aesthetics of the winery with an impeccable eye for detail.
- Restocking of wine and merchandise into the Tasting Room (required the ability to move 40lb wine cases).
- Assess customer preferences and make wine recommendations.
- Check identification to verify legal age requirements for all customers.
- Opening and closing the tasting room bar; handling cash register, setup and breakdown of tables and chairs, ensuring quality of wines poured, and all items related to Tasting Room operations.
- Complete assigned side-work and related cleaning duties before, during and after shift.
OTHER DESIRED TRAITS
- Demonstrate outstanding customer service skills, especially when dealing with difficult situations.
- Demonstrate ability to use soft-sell tactics to increase wine sales, spend per guest, and club acquisition levels.
- Demonstrate a drive for continuous improvement. Take the lead in deepening your knowledge of our wines, our brand, high-touch hospitality, and effective sales strategies.
HOURS AND COMPENSATION
This is a part-time position perfect for someone seeking 1-2 shifts per week, with opportunities to pick up additional shifts as needed. Pay is between $10.35 – $15.00 per hour plus pooled tips. Tips typically rang from $15-35 per hour. Total compensation usually falls between $30 – $50 per hour.
Shift Include:
- Wednesday: 10 am – 3 pm or 3 pm – 7 pm
- Thursday, Friday & Saturday: 10 am – 4pm, 4 pm – 8 pm or 5 pm – 9 pm
- Sunday: 10 am – 3 pm or 3 pm – 7 pm