Pocketbook Agency

Executive Assistant & Lifestyle Manager to Entrepreneur

Job Description

A successful entrepreneur is seeking a highly organized and proactive Executive Assistant & Lifestyle Manager to serve as a trusted right-hand partner across both business and personal operations. This dynamic role is ideal for someone who excels in a fast-paced environment, enjoys solving problems, managing complex logistics, and creating structure behind the scenes. The position offers the opportunity to support high-level operations while helping streamline day-to-day activities.

Job Responsibilities

• Manage complex calendars, appointments, and scheduling.
• Coordinate domestic and international travel arrangements.
• Oversee personal and professional logistics for the entrepreneur.
• Handle communications, correspondence, and administrative tasks.
• Anticipate needs and proactively resolve issues before they arise.
• Assist with project coordination and operational support.
• Maintain organization across multiple priorities and responsibilities.
• Support both business and lifestyle management functions.

Requirements

• Previous experience as an Executive Assistant, Personal Assistant, Lifestyle Manager, or similar role.
• Exceptional organizational and multitasking abilities.
• Strong communication and interpersonal skills.
• Ability to manage confidential information with discretion.
• Resourceful, proactive, and detail-oriented.
• Comfortable working in a fast-paced and evolving environment.
• Strong problem-solving and time-management skills.
• Flexible schedule to accommodate changing priorities when needed.

Compensation

• Up to $130,000 annual salary, depending on experience.
• Comprehensive benefits package.
• Full-time opportunity with a successful entrepreneur.
• Career growth and professional development opportunities.

Executive Assistant to Senior Founders at AI Startup

Job Description

A fast-growing AI software startup is seeking an experienced Executive Assistant to support senior founders in a dynamic, high-performance environment. This high-impact role involves managing complex schedules, coordinating travel, handling executive communications, and serving as a trusted partner to leadership. The ideal candidate is highly organized, proactive, adaptable, and thrives in a fast-paced business setting.

Job Responsibilities

• Manage complex calendars, scheduling, and priorities for senior executives.
• Coordinate domestic and international travel arrangements.
• Prepare meeting materials, presentations, and executive briefings.
• Handle high-level communications and correspondence.
• Serve as a liaison between leadership and internal or external stakeholders.
• Support daily operations and administrative functions.
• Anticipate executive needs and proactively solve problems.
• Maintain confidentiality while managing sensitive information.

Requirements

• Minimum of 5 years of Executive Assistant experience.
• Experience supporting C-suite executives, founders, or senior leadership.
• Exceptional organizational and time-management skills.
• Strong communication and interpersonal abilities.
• Ability to manage multiple priorities in a fast-paced environment.
• Resourceful, detail-oriented, and highly adaptable.
• Experience coordinating travel, calendars, and executive meetings.
• Professional discretion and sound judgment.

Compensation

• $140,000–$160,000 annual salary, depending on experience.
• Comprehensive benefits package.
• Equity opportunities.
• Additional company perks and incentives.
• Full-time position with significant growth potential.