Chauffeur/Personal Assistant
Location: Harbor Springs, Michigan
Employment Type: Full-Time Non-exempt
Compensation: $22.50 per hour
Benefits:
72 hours of PTO per calendar year
Dining & Lodging discounts
Requirements:
Can maintain a smoke free environment
Valid driver's license and reliable transportation
Able to pass a comprehensive background check
Willingness to sign an NDA prior to interviewing
Ability to work approximately 50 hours per week
Comfortable around large, 150 lb. dogs and a tortoise
Proposed Schedule:
Wednesday–Sunday, 11 AM – 9:00 PM
Flexibility for weekend work when the need arises (e.g. when preparing for travel, parties, or to work on special projects).
About the Position
The president of a growing company, who deeply values support from someone who can help maintain order, organization, and consistency in his day-to-day life, is looking for a grounded, trustworthy Chauffeur/Personal Assistant who thrives in a private setting where responsibilities vary day to day, and where anticipating needs makes all the difference. This is a role for someone who is observant, proactive, organized, and comfortable working independently. If you enjoy taking ownership, seeing what needs to be done without being asked, and keeping things running smoothly, this will be a wonderful long-term fit.
Who You Are
The ideal candidate is someone who is:
Calm, steady, and comfortable with a quieter environment
Respectful of space, comfortable with silence, works well solo, and can be soft spoken.
Extremely organized and detail-oriented
You maintain systems, create order, and notice when something is out of place.
Excellent driving skills and clean driving record
You have proven experience transporting people in a professional manner, always arriving and departing on time and waiting patiently when appointments run long.
Self-motivated and proactive
You see tasks before they are assigned and take initiative to address it.
Discreet and trustworthy
Given the nature of the work, confidentiality and professionalism are essential.
Flexible and adaptable
Particularly when timelines shift, vendors arrive, or travel schedules change.
Kind, respectful, and open-minded
These qualities are absolutely essential.
Comfortable with dogs - and a tortoise
Interaction with both will take place and an adequate confidence and comfort level is essential.
Willingness to travel
Comfortable traveling long distances by vehicle, plane, and potentially aboard small airplanes
Core Responsibilities
Below is a comprehensive outline of responsibilities. Not all tasks occur daily, but the right person will be comfortable wearing many hats and maintaining a smooth, predictable home environment. Job duties will include but are not limited to:
Schedule Management & Organization
Maintain household organization systems (closets, pantry, storage, office, garage, porch, etc.).
Daily resets of common spaces; maintain overall neatness, ensure home is prepped for cleaning services.
Seasonal swaps for clothing, décor, household items and sporting gear
Maintain household schedules and calendars.
Keep the garage and other storage areas organized and tidy.
Help prepare for guest stays, holidays, and events.
Assist with packing/unpacking for travel and seasonal transitions.
Supervise or coordinate vendors and service providers (cleaners, landscapers, handyman, etc.).
Daily tidying tasks - load dishwasher, wipe surfaces, vacuum high-traffic areas, trash/recycling, etc.
Chauffeur to and from appointments as scheduled, arriving and departing to and from destinations on time
Inventory Management & Errands
Track and restock toiletries, and household supplies.
Create and manage running household supply lists.
Run errands: grocery shopping, returns, dry cleaning, gift purchases, flowers, supplies, etc.
Manage mail, packages, and deliveries.
Bring items to/from storage as needed.
Assist with unboxing, organizing products, and recycling breakdown.
Meal Preparation
Prep meals occasionally as needed, generally three days a week
Occasional grocery shopping for meals and staples
Clean kitchen after meal prep; maintain tidy workspace
Follow all dietary considerations
Laundry & Linen Care
Wash, dry, fold, and organize laundry (clothing, bedding, towels)
Steam or iron clothing and prepare outfits as needed
Keep laundry areas tidy, organized, and stocked with supplies.
Handle delicates according to care instructions (i.e. take to dry cleaner)
Pet Care
Occasionally feed and walk dogs.
Keep pet supplies organized and stocked.
Feed, water and maintain bedding for tortoise
Vehicle Management
Schedule and oversee car repair, maintenance and detailing appointments.
Keep vehicles clean, fueled, organized, and in good running condition.
Vendor & Property Oversight
Identify, schedule, and supervise service providers.
Research and coordinate repairs, maintenance, and quotes.
Oversee outdoor spaces and seasonal maintenance needs; maintain outdoor areas and furniture.
Cleaning & Special Projects
Tackle occasional projects as assigned
Refresh porch, garage, entryway seasonally
Administrative & Personal Assistant Support
Support travel planning, scheduling, destination searches, and logistics.
Manage calendars and reminders, updating calendars appropriately with commitments.
Assist with coordination of appointments, events, and guest prep.
Ensure devices are charged and ready for workdays/travel.
How to Apply
Please apply with:
A brief note about why you feel you'd be an excellent fit
Your updated resume
At least 3 professional references with appropriate contact information
Updated 6/2026