Pocketbook Agency

Miami Operations, Executive and Family Support Professionals

Job Description

Multiple professional opportunities are available across the Miami area for experienced operations, executive support, and household support professionals. Open positions include an Operations Associate supporting workplace and property operations, a Personal Assistant providing high-level executive and lifestyle support, and a Family Assistant helping manage the day-to-day needs of a busy household. These Miami opportunities are ideal for proactive, organized professionals who excel at managing priorities, anticipating needs, and working with discretion in fast-paced environments.

Job Responsibilities

• Support day-to-day business, executive, or household operations based on the assigned role.
• Manage multiple priorities, schedules, logistics, vendors, and operational needs.
• Provide proactive support and anticipate needs with minimal direction.
• Maintain professionalism, discretion, organization, and strong follow-through.
• Operations Associate duties may include overseeing office operations and supporting commercial and residential properties.
• Personal Assistant duties may include executive, personal, and lifestyle support within a CEO office.
• Family Assistant duties may include household support, assisting with children, and helping maintain smooth daily routines.
• Adapt to changing priorities and provide reliable support in fast-paced environments.

Requirements

• Strong organizational, communication, and problem-solving skills.
• Proactive mindset with excellent judgment and attention to detail.
• Ability to manage multiple responsibilities efficiently.
• Professional, dependable, and comfortable working independently.
• Personal Assistant candidates should have 5–10+ years of high-level personal or executive support experience.
• Family Assistant candidates should have previous family assistant or nanny experience and confident child-driving skills.
• Ability to work onsite in the Miami or Miami Beach area, depending on the position.
• Flexibility with schedules and changing operational needs.

Compensation

• Operations Associate: $150,000 DOE, benefits package, PTO, and discretionary bonus.
• Personal Assistant: $140,000 DOE, bonus opportunity, competitive equity, and comprehensive benefits package.
• Family Assistant: $80,000 DOE.

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.