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The BOSS Group is a specialized staffing agency focusing on connecting creative, marketing, and digital talent with leading employers across the United States. Founded in 1988 and now part of the System One family of brands, they offer a range of services including contract, contract-to-hire, and direct-hire placements. The BOSS Group prides itself on its deep industry expertise, quality of candidates, and speed of service, helping companies build high-performing teams and professionals find rewarding career opportunities. They cater to a diverse clientele, from startups to Fortune 500 companies, requiring specialized talent in areas like UX/UI design, content creation, digital marketing, project management, and more.
Serves as a key operational hub for The BOSS Group's staffing services, client relations, and talent acquisition in the creative, marketing, and digital sectors, particularly for the Midwest region.
Located in the Civic Opera Building, an iconic art deco skyscraper in downtown Chicago, offering a prestigious address and access to city amenities.
The work culture at The BOSS Group's Chicago HQ emphasizes collaboration, innovation in talent solutions, and a fast-paced environment focused on matching skilled professionals with leading companies. As part of System One, there's a blend of specialized boutique agency feel with the resources of a larger organization.
The Chicago headquarters is significant due to its central location in a major U.S. business hub, providing access to a rich talent pool and a diverse range of clients in the creative and marketing industries.
The BOSS Group primarily operates across the United States, with multiple offices in key metropolitan areas. As part of System One, they have access to a broader network that includes international locations, but The BOSS Group's direct services and brand focus are concentrated on the U.S. market, providing specialized staffing for creative, marketing, and digital talent nationwide.
20 N Wacker Dr, Suite 1845
Chicago
IL
USA
Address: 500 N. Akard Street, Suite 2050, Dallas, TX 75201
To cater to the increasing demand for specialized talent in Dallas's diverse economy, including technology, corporate HQs, and creative agencies, and to provide localized support to clients and candidates in the region.
Address: 1735 Market Street, Suite A410, Philadelphia, PA 19103
To connect talent with opportunities in Philadelphia's established and emerging industries, offering dedicated support to both job seekers and employers in the greater Philadelphia area.
Address: 1075 Peachtree Street NE, Suite 3650, Atlanta, GA 30309
To serve the dynamic and expanding business landscape of Atlanta and the surrounding Southeast region, providing specialized talent solutions for a diverse range of companies.
Address: 1100 Wilson Blvd., Suite 950, Arlington, VA 22209
To support the unique talent needs of the D.C. market, known for its large public sector and associated industries, as well as a growing private tech and creative scene.
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As of April 2025, The BOSS Group' leadership includes:
The BOSS Group has been backed by several prominent investors over the years, including:
As of late 2023/early 2024, no major publicly announced executive hires or exits specifically for The BOSS Group leadership have been identified in the last 12 months. Leadership and operational roles are stable, with key executives continuing in their positions. Changes, if any, would likely be part of broader System One organizational developments.
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The BOSS Group, as part of System One, commonly uses standardized email formats for its employees. The most prevalent format observed is the employee's first name followed by a period, then their last name, at the '@thebossgroup.com' domain. Other formats may exist within the larger System One organization.
first.last@thebossgroup.com
Format
jane.doe@thebossgroup.com
Example
85%
Success rate
System One Official Website • February 27, 2024
System One, the parent company of The BOSS Group, announced its recognition on ClearlyRated’s 2024 Best of Staffing® lists for Client, Talent, and Employee satisfaction. This marks the 13th consecutive year for Client satisfaction and 7th for Talent satisfaction, highlighting their commitment to service excellence in the staffing industry....more
System One Official Website (via Forbes recognition) • May 3, 2023
System One, parent company of The BOSS Group, was named to Forbes' 2023 list of America's Best Professional Recruiting Firms. This recognition, achieved in partnership with Statista, underscores their position as a leading staffing provider in the U.S. The BOSS Group contributes to this success through its specialization in creative, marketing, and digital talent....more
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