Part-Time Personal Assistant/Companion

Pocketbook Agency; Miami (FL); On-site; USD 40,000 - 60,000; Part time

Job summary

A forward-thinking agency is seeking a warm and dependable part-time Personal Assistant and Companion in Miami. This role involves supporting a retired international business founder, providing companionship, and assisting with daily tasks while respecting the principal's independence. The ideal candidate will have high emotional intelligence, excellent communication skills, and a willingness to travel. This position offers flexible hours and the opportunity to engage in meaningful interactions while ensuring the principal's comfort and dignity. If you are patient, engaging, and enjoy travel, this role is perfect for you.

Benefits

Housing provided in Nashville and Canada

Qualifications

• High emotional intelligence with kindness and patience.
• Excellent interpersonal and communication abilities.
• Tech-savvy and comfortable troubleshooting devices.

Responsibilities

• Spend quality time with the principal, assisting with various activities.
• Drive on local outings and run errands independently.
• Assist with daily tasks and provide gentle guidance.

Skills

Emotional Intelligence

Interpersonal Skills

Communication Skills

Tech-Savvy

Job description

We are seeking a warm and dependable part-time Personal Assistant and Companion to support a retired international business founder in Miami, FL.

The ideal candidate is mature, patient, and engaging—someone who enjoys meaningful one-on-one time, travel, and providing thoughtful support while respecting the independence and dignity of the principal.

The principal and his wife spend time at three of their homes in Nashville, Miami, and Canada. They also travel extensively, especially to South Africa, their country of birth, and are seeking a companion that is able to travel to all locations as needed when the primary Companion is unavailable.

Key Responsibilities

• Spend quality and engaging time with the principal, discussing various topics, watching rugby, assisting with research, going for meals, and other activities as needed
• Drive him on local outings, errands, or appointments
• Run errands independently such as grocery shopping, picking up prescriptions, returning packages, etc.
• Assist with daily tasks such as dressing, preparing light meals, and tidying up after shared activities
• Provide gentle guidance through cognitive and occupational therapy exercises
• Travel as needed and serve as back-up support to the primary Companion
• Stay overnight as needed (schedule will be communicated in advance)

Qualifications

• High emotional intelligence with kindness, patience, and strong observational skills
• Excellent interpersonal and communication abilities with a friendly demeanor
• Tech-savvy and comfortable troubleshooting basic devices and apps
• Valid driver’s license, passport, and Global Entry (or willingness to obtain)
• Willingness and ability to travel, including internationally
• Comfortable with a salaried W-2 role (no benefits); occasional overnight stays required
• Open to an “as needed” schedule, as it may fluctuate

Additional Details

Location: Primarily Miami (Nov–Mar), Nashville (Apr–Jun), Canada (Jul–Aug). Housing provided in Nashville and Canada.

Compensation: Up to $60,000/yearly

Schedule: Part-time, flexible hours; travel required

Job Details

• Seniority level: Mid-Senior level
• Employment type: Part-time
• Job function: Administrative and Other
• Industries: Individual and Family Services