Clyopatra Winery & Vineyard is seeking a highly organized, dependable, and proactive Personal Assistant to support our Founder & CEO. This role is ideal for someone who is resourceful, detail-oriented, professional, and comfortable working in a fast-moving environment. You'll work closely with the Founder to help manage day-to-day priorities, keep schedules and responsibilities organized, and make sure important tasks don't fall through the cracks. Responsibilities Manage and organize calendar, appointments, meetings, and reminders Assist with email, messages, follow-ups, and general correspondence Coordinate meetings, events, reservations, travel, and other logistics Maintain task lists and follow up on outstanding priorities Assist with administrative tasks, documents, research, and organization Handle occasional personal errands and time-sensitive requests Help coordinate with winery staff, vendors, partners, and other contacts Organize receipts, records, files, and other important information Anticipate upcoming needs and proactively help keep the Founder organized Assist with special projects and other responsibilities as needed Who We're Looking For The right person is someone who: Is extremely organized and detail-oriented Communicates clearly and professionally Is dependable, punctual, and responsive Takes initiative without needing constant direction Can manage multiple priorities at once Has strong judgment and knows when to ask questions Is comfortable handling confidential or sensitive information Is proficient with email, calendars, Google Workspace, and everyday technology Has reliable transportation Can adapt quickly when plans or priorities change Previous experience as a personal assistant, executive assistant, administrative assistant, or in a similar support role is preferred, but we are especially interested in candidates who demonstrate maturity, organization, discretion, and strong follow-through. About Clyopatra Clyopatra Winery & Vineyard is a Laurel, Maryland-based winery and tasting room built around wine, culture, hospitality, and community. As the company continues to grow, this role will work closely with leadership and provide hands-on support across both business and day-to-day executive needs.

To Apply:

Please submit your resume along with a brief introduction explaining why you believe you would be a strong fit for the role.

Pay:

$18.00 - $30.91 per hour Application Question(s): Brief introduction explaining why you believe you would be a strong fit for the role.

Work Location:

Hybrid remote in Laurel, MD 20707