Traveling Multi-City Driver

We are seeking a highly professional and discreet Executive Driver to support a UHNW family with primary residences in Miami, NYC, California and additional properties across the U.S.  The role requires a polished presence, excellent judgment, and the flexibility to travel at short notice for up to a week at a time. The ideal candidate has experience serving private families or C-suite executives, a Commercial Driver’s License (CDL) is a plus, and maintains a flawless driving record.

Candidates must demonstrate the highest level of confidentiality, discretion, and service-minded hospitality. A trial evaluation period required for the full time role.

Retired or active law enforcement professionals are encouraged to apply.

 The Driver will be responsible for the safe, timely, and comfortable transportation of the Principal, family members, staff, and guests to various destinations including airports, events, residences, and business engagements.

Key Responsibilities:

• Provide safe, courteous, and prompt transportation for the Principal and authorized passengers
• Maintain a professional appearance and demeanor at all times; act as a trusted representative of the family
• Ensure vehicles are impeccably clean, fueled, stocked, and maintained at all times
• Conduct daily vehicle inspections and coordinate service appointments and repairs
• Monitor routes, traffic, and weather conditions to ensure efficient and timely travel
• Coordinate with Principal, Executive Assistants and Personal Assistants to plan pickups, drop-offs, and itineraries
• Support special events, dinners, and travel days, often requiring late-night or weekend driving
• Travel with the family or support vehicles during international or domestic trips as needed
• Provide luggage handling, gate assistance, and airport/jet logistics as required
• Assist with errands, deliveries, and special requests as directed
• Maintain complete confidentiality at all times regarding the Principal’s movements and personal affairs
• Carry luggage, book ride share travel for other staff or family members as needed.
• Run errands, deliver documents for prinicipal as needed
• All other duties as assigned

Qualifications:

• Valid Commercial Driver’s License (CDL) with a clean driving record is a plus but not required to apply
• Minimum of 5 years’ experience driving for UHNW individuals, executives, or private families
• Experience driving high-end luxury vehicles (Rolls-Royce, Bentley, Sprinter vans, etc.)
• Comfortable driving in urban, rural, and international environments
• Familiar with Miami, NYC, and Los Angeles roadways a plus
• Flexibility to work long hours, nights, weekends, and holidays as needed
• Ability and willingness to travel on short notice—both within the U.S. and internationally
• Excellent communication and interpersonal skills
• Fluent in English; multilingual a plus
• CPR/First Aid certification or willingness to obtain preferred
• Background check and drug screening required