Find & Apply For Office / Administrative Assistant Jobs in Winnetka, Illinois

Here it is — copy everything below: Posted on behalf of a private family in Winnetka, Illinois. This is a permanent, full-time Personal and Household Manager role supporting a private residence in Winnetka, Illinois. The principal is a busy executive who travels extensively and requires someone who operates proactively, communicates consistently, and manages all day-to-day personal and household needs without requiring direct oversight for routine matters. The role is a blend of executive personal assistant, personal assistant, and household manager. The household operates through a roster of trusted outside vendors and includes a housekeeper and a chef. The right person coordinates and oversees rather than performs manual tasks, and brings the foresight and judgment of a senior EA alongside the organizational capability of an experienced household operator.

EXECUTIVE AND PERSONAL ASSISTANT SUPPORT

Manage the principal's personal calendar, appointments, and scheduling Handle personal correspondence, phone calls, and outreach on behalf of the principal including calls to doctors, hotels, service providers, and other contacts as directed Coordinate all travel and transportation logistics including ground transportation, hotel accommodations, and last-minute itinerary changes Manage logistics for the principal's seasonal relocation to California including vehicle transport, mail forwarding, and property preparation at both residences Coordinate ongoing support for the principal's California property including managing local vendors and on-site maintenance needs; occasional travel to California required Liaise with the principal's family office, accountants, attorneys, and advisors as directed Track recurring personal and administrative deadlines including insurance renewals and vehicle registrations and flag in advance

HOUSEHOLD AND VENDOR COORDINATION

Serve as the primary point of contact for all vendors and service providers Liaise with landscapers, chef, and housekeeping staff Meet contractors and workers on-site; conduct quality control on completed work and confirm before sign-off Coordinate and oversee all scheduled and emergency repairs Manage all regular maintenance schedules including HVAC, plumbing, electrical, and generator service Coordinate seasonal property tasks including pool opening and closing, sprinklers, and outdoor furniture through appropriate vendors Source and vet new vendors as needed; maintain and update the master vendor list

ERRANDS AND DAY-TO-DAY OPERATIONS

Bring in packages, mail, and deliveries; manage outbound mail and package returns Weekly run to PO Box Pharmacy pickups and household supply runs Grocery shopping and restocking Stock refrigerator and pantry ahead of the principal's return from travel Dry cleaning, shoe repair, and other occasional personal errands

VEHICLE COORDINATION

Coordinate weekly car washes and gas for household vehicles Coordinate vehicles to and from shop for routine service and repairs Arrange and manage vehicle transport to California as needed

PET CARE

Transport dog to and from daycare, grooming, and veterinary appointments as needed Occasional dog walks Coordinate with established backup pet care providers Occasional overnights with dog during principal travel Monitor pet health and flag any concerns promptly

COMMUNICATION STANDARDS

Provide updates without being asked. If something cannot be completed, communicate immediately with a reason and a plan Never act on assumptions. If something is unclear, ask before proceeding Any vendor payment or add-on over $50 requires approval in advance All communication by text or email

REQUIREMENTS

Prior experience in a household management, executive assistant, or personal assistant capacity supporting a private individual or executive Intent to make a long-term commitment to the role Strong attention to detail and organizational skills Excellent written and verbal communication Discretion and respect for privacy at all times Comfortable with pets including dogs and cats Valid driver's license and safe driving record

Pay:

$125,000.00 - $175,000.00 per year

Benefits:

401(k) Dental insurance Health insurance Paid time off Application Question(s): How many years of experience do you have as an executive assistant, personal assistant, or household manager supporting a private individual or executive? Please describe your experience in a private household management role including the size of the household and your key responsibilities. Are you comfortable with occasional overnight pet sitting and travel to California as required by this role? Ability to

Commute:

Winnetka, IL 60093 (Required) Willingness to travel: 25% (Preferred)

Work Location:

In person