Executive Driver/Chauffeur

| Chicago, IL, United States

Posted Date 6/02/2026
Description

Position Summary

We are seeking a highly professional, discreet, and service-oriented Executive Driver/Chauffeur to provide safe transportation for a private executive and family office. This role combines executive driving responsibilities with occasional office services duties, requiring exceptional judgment, flexibility, confidentiality, and attention to detail.

The ideal candidate is polished, dependable, proactive, and comfortable working in a dynamic environment where priorities may change throughout the day.

Key Responsibilities

Executive Chauffeur Duties

  • Provide safe, timely, and professional transportation for C-suite executives
  • Plan and optimize driving routes while monitoring traffic and weather conditions.
  • Maintain executive schedules and ensure punctual arrivals for meetings, appointments, events, and airport transfers.
  • Assist passengers with luggage, packages, and personal items as needed.
  • Conduct regular vehicle inspections and coordinate routine maintenance, repairs, detailing, registration, and fuel management.
  • Maintain vehicles in immaculate condition at all times.
  • Coordinate transportation logistics for visiting guests, vendors, and service providers.
  • Exercise the highest level of discretion and confidentiality regarding personal and business matters.

Office Services & Administrative Support

  • Assist with incoming and outgoing mail, packages, courier services, and deliveries.
  • Assist with office supply inventory, ordering, and organization.
  • Support event preparation and logistics as needed.
  • Run business-related errands and special projects.
  • Assist with facilities coordination and office organization.

Ideal Candidate Will:

  • Maintain strict confidentiality regarding all family, business, and personal information.
  • Respond to last-minute schedule changes with flexibility and professionalism.
  • Support special projects and additional duties as assigned.
  • Serve as a positive representative of the executive and organization at all times.

Qualifications

  • Minimum 3–5 years of experience as an executive chauffeur, private driver, or similar role.
  • Defensive driving course completed and/or willing to take course.
  • Clean driving record and valid driver's license.
  • Experience supporting executives, family offices, private households, or corporate leadership preferred.
  • Excellent knowledge of local roads, airports, and transportation logistics.
  • Strong organizational and time management skills.
  • Ability to lift and transport packages and luggage when required.
  • Strong interpersonal and communication skills.
  • Professional appearance and demeanor.
  • Ability to work independently and anticipate needs.

Preferred Attributes

  • High level of integrity and discretion.
  • Exceptional attention to detail.
  • Flexible schedule, including occasional evenings and weekends.
  • Calm and composed under pressure.
  • Service-minded attitude with a commitment to excellence.
  • Strong problem-solving skills and ability to manage multiple priorities.

Schedule & Compensation

  • Full-time position.
  • Monday-Friday, standard business hours with occasional evening flexibility.
  • Competitive compensation commensurate with experience; full benefits.
Job Type
Full-Time
Job Categories
Chauffeur
Housing
Live-out
Compensation
$50+/hour; commensurate with experience

Share this job