Job Status: Filled

Direct-to-Consumer & Hospitality Manager (Wine Jobs: Management & Administration)

Full Time

  Hillside Winery & Bistro (

  Penticton, British Columbia

We are seeking a talented and passionate individual to join our team to oversee our Direct-to-Consumer division.

 Does this sound like you?

  • You have your finger on the pulse of the burgeoning wine industry in the Okanagan
  • You love WINE, food, and PEOPLE - especially when all 3 come together at the same time.
  • You are a take-charge kind of person, a born leader and a team player
  • You are quick on your feet and problem-solver
  • You have an entrepreneurial sensibility, able to come up with innovative ideas to drive wine sales while creating a unique and memorable guest experience.
  • You are computer savvy, and adept at using various CRM, POS platforms
  • You are the host(ess) with the most(ess)
  • You are detail-oriented, a planner and a do-er
  • You get a kick out of number crunching and geek out with spreadsheets and sales report
  • You’ve always dreamed of a career in the Wine Industry

This is a Full-Time/Permanent Position that requires a passionate appreciation and strong knowledge of wine tourism, tasting room/wine retail sales and guest services/hospitality. You have a deep desire to create the ultimate guest experience through educating and sharing your passion and knowledge with staff, wineclub members and winery guests.

Critically important is the ability to achieve sales and business objectives through revenue generation and expense management in the key DTC channels.



  • Oversee the proper delivery of all wine experiences to winery guests and club members in the tasting room.
  • Manage Tasting Room expense budgets and retail sales to achieve targeted case sales and operating profits. 
  • Hire, lead, and train the tasting room sales team to achieve weekly sales and monthly goals, and to build increased customer loyalty. 
  • Maintain accurate and up to date selling tools (tasting notes, club information, price lists, signage etc.) throughout all selling venues to drive Tasting Room sales and ensure positive consumer experiences. 
  • Develop innovative ways to promote the drive sales and increase customer satisfaction while guests are visiting the Winery and Bistro location.


As DTC & Hospitality Manager, you will be the primary point of contact for our Wine Club members with the intention to grow & retain membership and drive wineclub sales and revenue. You will play a critical role in executing the annual wine club plan (created by the Director of Sales & Marketing). 

  • Increase membership through converting both tasting room and online customers to loyal members 
  • Optimize the Hillside wineclub membership experience and  deliver services with a focus on exclusive club benefits, club event planning and enhanced tasting experiences
  • Maintain consistent communication and messaging to wine club members through email, newsletters and online campaigns
  • •  Manage all club processing transactions in our POS (WineDirect/VIN 65) system
  • Execute the timely and efficient delivery of bi-annual Wine Club shipments by overseeing club shipments, release dates and wine allocation & inventory
  • Collaborate with Office Administrator to coordinate warehouse logistics, shippers and  accurate wine inventory for club processing
  • Maintain and manage online store and Wineclub pages within company website (Wine Direct/Vin65 platform)


  • Create and maintain quality relationships with transportation and wine tour companies,  local  businesses in the hospitality industry and various other winery partners.
  • Assist in the planning, coordination and execution of events including (but not limited) to those for Wineclub, consumer tastings, wine festivals and tasting room. 

As DTC & Hospitality Manager you will be an active leader in not only your direct responsibilities, but will collaborate with entire management team on setting strategic plans that are aligned with overall company objectives and brand strategy. 


  • 2-5 years of previous winery, hospitality or managerial experience preferred
  • Post-secondary education in wine/food/beverage/hospitality studies is considered an asset.
  • Solid knowledge and/or a proven passion for wine (formal wine training is asset i.e. WSET)
  • Strong leadership and management skills
  • Outstanding customer service abilities
  • Database Management/POS skills (WIne Direct/Vin65 or similar considered an asset)
  • Proficiency with Microsoft Office Suite
  • Specific Wineshop and/or Wineclub experience considered an asset
  • Physically able to lift between up to 50 lbs
  • Must be available to work weekends, holidays and some evenings during peak season.
  • Serving It Right certificate

This is a salaried position that includes a bonus program, benefits and wine allowance.

Start Date: Immediate

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