Conduit

The Calendar Group

Rising
thecalendargroup.com

The Calendar Group is a full-service staffing firm which provides professional and personalized staffing to high net worth families,

Open roles
104
New role every
~1.1 days
Posting trend
3.2× vs prior 90d

Company signals

Score: 77
Repost rate (90d) 0% GitHub org Yes First leadership hire Yes Posting cadence (90d/prior) 17.3x New cities (90d) 30 Buzzword-heavy listings 78% Growth-mode language 2% Role diversity (90d) 0 distinct titles

Job facts

Location
Winnetka, California, United States of America
Type
Full-time
Posted
Jul 02, 2026

Last verified live 1 month, 1 week ago · checked directly on the company's JazzHR / ApplyToJob

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Housekeeper- Winnetka, Illinois

at The Calendar Group

Possibly stale

A private family in Winnetka, Illinois is seeking an experienced, detail- oriented Executive Housekeeper to maintain two luxury residences to five-star standards. The ideal candidate is polished, discreet, and service-oriented, with experience caring for high-end homes and providing white-glove service. This is an excellent opportunity for a professional who takes pride in creating immaculate, guest-ready environments and enjoys being part of a collaborative household team.

Key Responsibilities

  • Perform detailed housekeeping and organization of a 14,000-square-foot primary residence and condo in downtown Chicago
  • Provide laundry, ironing, linen care, and wardrobe organization
  • Prepare residences for family arrivals, guests, and special occasions
  • Manage household inventories and restock supplies as needed
  • Assist with seasonal deep cleaning and special household projects
  • Coordinate with the Household Manager and Family Office to ensure seamless household operations

Qualifications

  • Strong knowledge of high-end household cleaning techniques, laundry, and garment care
  • Exceptional attention to detail and organizational skills
  • Professional demeanor with a service-focused mindset
  • Ability to work independently and as part of a household team
  • Trustworthy, discreet, and able to maintain confidentiality
  • Valid driver's license, clean driving record, and reliable transportation

Salary: $35-$45 per hour