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Head of Retail & Sommelier (Cayman Islands)

Head of Retail & Sommelier (Cayman Islands)

Tasting Room ExpoGeorge Town, Penang, Malaysia
22 hari lalu
Penerangan pekerjaan

Head of Retail & Sommelier (Cayman Islands)

I’ll Drink to That! Fine Wine & Spirits Emporium

George Town, Grand Cayman Cayman Islands

Company : I’ll Drink to That! Fine Wine & Spirits Emporium Ltd.

Location : Seven Mile Beach, Grand Cayman (on-site)

Reports to : Founder & Managing Director

Start : ASAP (ahead of store opening in ~6 weeks)

About IDTT

I’ll Drink to That! (IDTT) blends old-world hospitality with modern retail innovation—curated wine & spirits, an AI wine recommendation kiosk, smart-locker pickup, reliable delivery, and a tiered membership with NFC / Wallet passes. We’re a bold, exciting brand intent on birthing a trendy culture of wine and spirits retailing where every visit feels like a welcomed adventure and discovery. We’ve worked hard to make each trip a visual treat—tactile materials, clean modern displays, and thoughtful storytelling. Our tagline says it all : “Let’s toast to the Soul!”

Role summary

Be the face of our wine program and co-pilot the flagship store alongside the Retail Operations Manager. You’ll lead the team on the floor, elevate guest experience, curate the range, host tastings, and turn guided recommendations (AI + human) into bigger baskets and repeat visits. You’ll also support product procurement, trend awareness, and brand selection that keep IDTT fresh and exciting.

What you’ll do

  • Operations & People (guest-facing leadership)

Lead daily floor ops : opening / closing walkthroughs, service standards, cash-handling oversight.

  • Hire, train, schedule, and coach with the ROM (via Easyteam); build a positive, high-accountability culture.
  • Run 10-minute morning huddles; translate KPIs into clear actions for the team.
  • Customer Experience & Education

    • Act as in-house sommelier during peaks; guide pairings and responsibly trade up.

  • Host twice-monthly tasting events (Fri 6–7 : 30 pm) with crisp education modules; coordinate light bites with XQ’s Restaurant.
  • Champion membership sign-ups, NFC / Wallet usage, and referral flows at checkout.
  • Merchandising, Assortment & Procurement

    • Curate seasonal and demand-driven assortment; maintain planograms and presentation standards.

  • Review Prediko reorder drafts with the ROM; manage case-size realities to ensure in-stock levels without overbuying.
  • Source consumer-friendly, trend-driven brands; assist owner in selecting innovative and attractive labels.
  • Accompany the Founder to international trade shows for product procurement and trend scouting.
  • Omnichannel & Tech (coordination with ROM)

    • Keep Shopify POS / eComm guest-facing details sharp (descriptions, tags, photos, food-pairing notes).

  • Ensure receiving / UPC accuracy is enforced on the floor; flag issues to ROM.
  • Oversee smart-locker readiness on the floor; coordinate with ROM on delivery routing.
  • Compliance & Safety

    • Enforce strict ID verification at checkout, tastings, deliveries, and locker pickups.

  • Maintain liquor license conditions, cash / security protocols, and PCI-compliant practices.

    • What success looks like

  • In-stock = 98%; out-of-stock = 2%.
  • AOV and attach-rate up following tastings / promos.
  • Membership penetration and referrals trending up.
  • Locker ready = 2h; delivery on-time = 95%.
  • Accurate, guest-facing product content with no reconciliation surprises.

    • What you bring

  • 5+ years in wine / spirits retail, restaurant beverage leadership, or premium grocery; store / department leadership experience.
  • WSET Level 3 (or equivalent) required; Diploma a plus. Confident presenter and educator.
  • Strong merchandising eye; event-hosting energy; guest-first mindset.
  • Informed about global wine & spirits trends and able to translate them into consumer-friendly, attractive brand selections.
  • Comfortable with Shopify POS / eCommerce, Google Sheets / Airtable; quick study on Prediko / Easyteam.
  • Valid driver’s license; able to travel for supplier pickups and trade shows.
  • Willingness to travel intermittently to Cayman Brac to support the second store.
  • Legally authorized to work in Cayman (work permit sponsorship possible).

    • Ramp timeline

  • 30 days : Learn systems; finalize opening list / planogram; train team on service, ID checks, and membership flow; run first tasting.
  • 60 days : Hit in-stock targets (with ROM); tastings driving measurable lift; SOPs locked for receiving / UPCs / locker.
  • 90 days : KPIs steady; event calendar humming; procurement and trend feedback cycle established with Founder.

    • Compensation & benefits

  • Full-time, on-site; evenings / weekends for tastings and retail peaks.
  • Base salary paid in Cayman Islands Dollars (KYD) : KYD $4,000 / month (equivalent to USD $5,000).
  • For the right candidate : Quarterly profit-share bonus (up to 10%).
  • Equity participation pathway (terms apply).
  • All roles receive an additional KYD $1,000 / month upon the opening of our second store (Cayman Brac, targeted Jan 2026).
  • 50% health insurance contribution + standard pension contributions.

    • The Cayman Islands is tax-free, enjoys a high standard of living, and offers a premium environment for a career-defining role at launch. The store is projected to generate over USD $2M in annual revenue.

    A final note

    This is a serious, career-defining role for a highly qualified professional who wants to help build Cayman’s most innovative retail concept. Our flagship store is opening in the next 6 weeks, so please apply quickly if you’re ready to make your mark.

    How to apply

    Send your CV, a brief note on a successful tasting / event you led (what you did, results), and your top three favorite food-pairing “crowd-pleasers”.

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    Contact Information

    I’ll Drink to That! Fine Wine & Spirits Emporium

    Damien Dilbert

    #J-18808-Ljbffr

    Buat amaran kerja untuk carian ini

    Head Of • George Town, Penang, Malaysia