Chicago Private Household & Executive Support Staffing Agency
In a city as fast-paced and multifaceted as Chicago, managing both personal and professional demands can be overwhelming. The right support staff can make all the difference.
At The Calendar Group, we specialize in connecting Chicago’s families and executives with skilled, reliable, and discreet professionals who bring order, ease, and excellence to your daily routine. Our personalized approach makes the hiring process efficient and effective.
About Chicago
Chicago is a bustling metropolitan city known for its rich history, diverse neighborhoods, and vibrant cultural scene. As the third-largest city in the United States, it serves as a major financial, industrial, and transportation hub.Â
From the iconic architecture along the Chicago River to the lively communities of Lincoln Park and the Gold Coast, the city offers a wide variety of living environments that attract professionals, families, and executives alike.
The city’s dynamic economy is fueled by sectors such as finance, technology, healthcare, and manufacturing. Many busy professionals in Chicago lead fast-paced lives that often require support staff to manage household duties or handle complex office tasks.Â
Areas with affluent residents, like the Near North Side and Lake Forest, commonly seek the help of experienced estate managers, private chefs, nannies, and executive assistants. Families and businesses throughout Chicago depend on these professionals to maintain balance and keep their daily lives organized and comfortable.
How Our Chicago Staffing Agency Can Help
With almost two decades of experience, The Calendar Group has established itself as a trusted name in private households and executive staffing in Chicago and nationwide. Our approach centers on personalized service.Â
We take time to understand your lifestyle and professional needs to deliver tailored staffing solutions. Our leadership’s backgrounds in human resources and legal fields add an extra layer of professionalism and attention to detail in every placement.
The Calendar Group understands the distinctive demands of Chicago living. We’re ready to connect you with talented professionals who help maintain your peace of mind.
If you have any inquiries about our Chicago staffing agency, feel free to contact us today.
Here are some of the staffing roles we fill in Chicago:
Private Household Staffing
- nanny placements in Chicago — Full-time and live-in childcare professionals matched to your family’s routine and values.
- butler and valet services — Staff trained in formal service, wardrobe management, and high-protocol household etiquette.
- executive housekeeper for Chicago homes — Detail-oriented professionals who maintain the condition of fine residences and manage cleaning teams.
- family assistant placements — Versatile support for calendar management, errands, school logistics, and travel planning.
- household assistant services — Reliable daily support handling household operations, organization, and vendor coordination.
- chauffeurs and drivers in Chicago — Transportation specialists trained in route planning, vehicle care, and executive protection.
Corporate and Executive Staffing
- chief of staff placements — Strategic leaders who manage executive workflows, stakeholder communication, and priority alignment.
- family office staffing in Chicago — Professionals who handle the unique administrative and financial demands of family office operations.
- family office administrator — Administrative experts skilled in financial reporting, compliance, and family office coordination.
- office manager roles — Operations professionals who streamline office systems, facilities management, and team coordination.
- head of human resources — HR leaders who build culture, manage recruitment pipelines, and oversee employee relations.
Why Choose The Calendar Group?
With almost two decades of experience, The Calendar Group has established itself as a trusted name in private households and executive staffing in Chicago and nationwide. Our approach centers on personalized service.Â
We take time to understand your lifestyle and professional needs to deliver tailored staffing solutions. Our leadership’s backgrounds in human resources and legal fields add an extra layer of professionalism and attention to detail in every placement.
The Calendar Group understands the distinctive demands of Chicago living. We’re ready to connect you with talented professionals who help maintain your peace of mind.
If you have any inquiries about our Chicago staffing agency, feel free to contact us today.
What Our Clients Are Saying
Find out why industry leaders rely on us.
Get Started Now
Ready to speak with our experts? Give us a ring at (877) 404-5290
- The Leading Household Staffing and Executive Support Staffing Agency for 22 Years.
This has been my first experience working with The Calendar Group but I will definitely keep them in mind in the future, down the road, when I look for my next role. If anyone is wondering, I would definitely recommend this company, and I can 100% recommend working with Jennifer in particular.
The Calendar Group has been around for quite some time and with all the new agencies popping up I can see where it might get over looked which is a huge mistake! They have the experience needed to match talent based on the candidates whole person not just the resume. Def worth exploring their job board and reaching out even if it’s not quite what you are looking for, like me you might get pleasantly surprised.
As the job has limited hours, I reached out once more to Flavia and the Calendar group once more to help fill those lost hrs, and they were great again in finding me another amazing family I’m happy with. I would highly recommend them if you are looking for a position or for someone to fill a position. Ms. Vitra
