Executive & Personal Assistant (To President)

Job Description

The Executive & Personal Assistant will serve as the right hand to the President of GOLDLEAF, providing comprehensive executive, operational, and personal support across multiple fast-paced business verticals.

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This individual will be instrumental in helping streamline the President's workload — from managing business operations, vendor relations, and creative projects to handling personal scheduling, travel, and organization with the utmost professionalism and confidentiality.

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This is not a routine administrative role — it's a high-level, immersive support position that requires excellent judgment, impeccable organization, and a passion for excellence in both execution and presentation.

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Key Responsibilities

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Executive Support

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• Manage the President's complex calendar, meetings, communications, and travel logistics with precision and foresight.

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Operational & Project Coordination

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Personal Assistance

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Salary

$65000 - $90000 USD per year

Required Skills

Proven ability to handle confidential information with integrity and discretion.

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Exceptional organization, time management, and multitasking skills.

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Strong written and verbal communication skills; ability to represent leadership professionally.

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Tech-savvy with the ability to adopt and manage new software or AI-driven tools quickly.

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High emotional intelligence, strong problem-solving ability, and an anticipatory mindset.

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Reliable transportation and a valid driver's license.

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Flexibility to work evenings, weekends, and travel as needed.

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Desired Skills

Advanced proficiency in Google Workspace, Microsoft Office Suite, project management software, and cloud organization tools.

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2 years of experience supporting a C-level executive, business owner, or creative entrepreneur.

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About GOLDLEAF

GOLDLEAF is a luxury cannabis dispensary and lifestyle brand headquartered in Annapolis, Maryland, recognized for redefining the standard of service, sophistication, and design in cannabis retail. Known for its high-volume operations and five-star hospitality, GOLDLEAF delivers an elevated experience that blends innovation, culture, and modern luxury.

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This position will work directly under the President of GOLDLEAF, providing both executive and personal support across the company's daily operations and an of related ventures. Beyond GOLDLEAF, the President oversees multiple projects spanning hospitality, design, real estate development, marketing, and brand collaborations — including large-scale event production and new concept development.

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The company culture is dynamic, fast-paced, and excellence-driven, combining the precision of corporate execution with the creativity of luxury brand development. This role is ideal for someone who thrives in high-performance environments, enjoys variety, and takes pride in being the organizational force behind an entrepreneurial executive leading several thriving businesses.

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Benefits

Comprehensive Medical, Dental, and Vision Insurance

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Voluntary Short-Term Disability Insurance

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Voluntary Accident & Critical Illness Insurance

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Voluntary Life Insurance

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Health Savings Account (HSA)

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ZayZoon (Early Access to Earned Wages)

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Employee recognition program

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SparkPlug Vendor recognition incentives

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Employee & Industry Discounts

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Equal opportunity employer

GOLDLEAF and Affiliates are an Equal Opportunity Employer.