Part-Time Personal Driver / Chauffeur -- Flexible Schedule

Job Description

Job Description

Business executive based in the Oak Brook area looking for a reliable, professional part-time driver to get me to and from meetings, worksites, and events on an as-needed basis. This is an ideal role for someone who values flexibility over a fixed 9-to-5 and who takes pride in being dependable, and easy to work with.

What you'd be doing

• Driving me between locations across the Chicagoland area and occasionally into Madision, Wisconsin area
• Handling day trips that can run long — up to 14 hours on Wisconsin days
• Being available some evenings and weekends for events (concerts, sporting events, dinners, etc.)
• Driving my vehicle, kept clean and ready
• Adapting to a schedule that changes week to week

Schedule

• Roughly 2–3 days per week, though days and hours vary
• A mix of daytime, occasional nights, and some weekends
• Advance notice given whenever possible, but flexibility is essential — this isn't a set-in-stone routine

What I'm looking for

• Clean driving record and a valid Illinois driver's license
• Punctual, professional, and comfortable with discretion and confidentiality
• Safe, smooth, courteous driver who knows the Chicago metro and isn't fazed by longer highway trips
• Someone who communicates well and rolls with last-minute changes
• Professional appearance and demeanor

What I provide

• You drive my vehicle — no wear and tear on your own car
• All fuel, tolls, parking, and meals covered on longer days

If your schedule has genuine flexibility and you're the kind of person who's early rather than on-time, I'd like to hear from you.