Chesapeake Bartenders and EventsNow Hiring: Part-Time Client Experience & Logistics Assistant
Location: Annapolis/Eastern Shore (Hybrid – remote + occasional in-person)
Type: Part-Time W-2 Employee
Pay: $18–$22/hr based on experience
Potential for Full-Time in 2026
💼 About Us
Chesapeake Bartenders & Events is a woman-owned, values-driven mobile bar and event services company based in Maryland. We specialize in providing curated bar experiences for weddings, private events, and corporate clients—backed by professional service and a personal touch.
As we grow, we’re looking for a part-time assistant to support client communications, event logistics, and administrative coordination.
👋 About the Role
This is a client-facing and detail-oriented support role that helps ensure events run smoothly and our couples feel taken care of throughout the planning process. You’ll work closely with our founder and team to manage communications, prep logistics, and assist with upsells and event overviews.
Schedule:
- 2–3 days per week (approx. 7 – 12 hours/week)
- Mondays required (to prepare for upcoming events and make client calls)
- Flexible weekday availability preferred
- This role could evolve into a full-time position in 2026 based on performance.
📌 Key Responsibilities
- Make week-of calls to couples and planners to confirm final bar details
- Respond to client emails with warmth and professionalism
- Create staff-facing event overview documents
- Assist with upsells (e.g. signature drinks, add-ons, decor)
- Track rentals and inventory needs (coolers, dispensers, decor)
- Coordinate delivery/pickup logistics with bartending staff
- Send reminders for pending forms or client confirmations
- Keep Google Workspace items and shared folders updated
🧠 Skills & Software We Use
We’re happy to train the right person, but you’ll need to be tech-comfortable and willing to learn:
Tools you’ll use regularly:
- Google Workspace (Docs, Sheets, Gmail, Calendar)
- Canva (for menus, signage, and branded templates)
- Airtable (for project and event tracking)
- Google Meet (video calls)
- Calendly (Calendar)
Optional/bonus familiarity:
- BoldSign
- Proposify
⭐️ You’re a Great Fit If You…
- Are organized, responsive, and detail-obsessed
- Have professional email/phone etiquette
- Love hospitality, weddings, or client service
- Are proactive, friendly, and calm under pressure
- Are Maryland-based and can drive to Annapolis or the Eastern Shore if needed
- Want to grow with a company that values balance, integrity, and creativity
✨ Bonus Perks
- Work from home (with in-person as needed)
- Flexible schedule
- Join a supportive team that values both excellence and ease
- A chance to grow into a larger (full-time) role with more responsibility in 2026
📬 How to Apply
Email your resume and a brief note about why you’re a great fit to: courtney at chesapeakebartenders dot com
Please include your general availability and whether you’re comfortable with a hybrid (mostly remote) setup.
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