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
OUR ROOTS
Colonial Inn was founded in 1894 by Colonel Eaton of the Michigan Wolverines Cavalry Division shortly after the Civil American War. Rumor has it that his fortune had its origins in the capture of the Confederacy’s President, Jefferson Davis. After his death in 1904, his widow continued the operation of the hotel despite living during a time when women could not yet even vote. After her death in the 1920s, Papa Tam, a German WW1 Colonel became the proprietor. In 1955, Colonial Inn was purchased by Ford Motor Company’s Vice President, John R. Davis, and Harbor Springs Luminary, Fred Renker. They constructed two additional buildings which stand today as the East and West Plazas. The partners transformed Colonial Inn into a world-class operation by remodeling the hotel and creating an ambiance of old-world charm. Renker managed the hotel until 1968 when it was bought by Ray Brown, a southern transplant from the Appalachian Mountains of North Carolina.
Ray owned and operated the hotel from 1968-1986. His proprietorship occurred during a time of transition, as the old guests who would typically stay for the entire summer, gave way to a more transitory clientele. With great struggle, as told in the memoir Hotelman, Ray's son, Tim, bought the hotel and began modernizing the property. Over the years, he fought against the trend of old hotels becoming immovable relics. Embracing years of history, Tim believed every owner was part of a sacred and continual process, each building off the progress of their predecessors. It is due to this belief that many of our unique amenities exist today.
Tragically, Tim died in his beloved Beechcraft Barron with his wife and young son in the Great Plains of Montana on September 17, 2016. He is survived by his eldest son and namesake who now owns and operates the resort.
We are nestled in the “Wequetonsing” summer area among white clapboard turn-of-the-century edifices – whimsically called cottages. Town and Country, June 1958 referred to our area as “top drawer” and Town and Country 1985 featured “Weque” as an exclusive summer area where the Colonial Inn offers the only accommodations.