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Chicago, IL

Chicago talent.

Linear serves Chicago-based family offices, private equity firms, and founders with senior support hires vetted for judgment, longevity, and discretion.

Who we serve

North Shore family offices, private equity partners, and founder-led firms.

Neighborhoods

  • Lincoln Park
  • Gold Coast
  • Winnetka
  • Lake Forest
  • Hinsdale

Industries

  • Private equity
  • Family offices
  • Professional services
  • Manufacturing & industrials

Market overview

Staffing in Chicago.

Chicago is a quieter but deeply established market. Long-tenured family offices on the North Shore, Chicago-based private equity firms with founder principals, and a growing set of second- and third-generation families formalizing household leadership drive most of our engagements here. The city rewards long-tenure hires and continuity — turnover in Chicago private offices is materially lower than in coastal markets, which shifts the calculus of every search toward finding a candidate who will stay ten years, not two. Linear works across Lincoln Park, the Gold Coast, and the North Shore corridor from Winnetka through Lake Forest.

Who we're serving

Our Chicago clients are North Shore family offices (typically multi-generational), private equity partners and founder-led firms, and professional-services principals building private operations. Most engagements are for succession or long-tenure replacement, not first-time hires.

Compensation in Chicago

What roles typically pay.

Chief of Staff
$200K–$375K base plus bonus. Long-tenure incentives are common in multi-generational family office structures.
Executive Assistant
$130K–$220K base. Senior EAs supporting PE partners sit at the top of the range.
Estate Manager
$170K–$310K base for North Shore multi-residence estates.
House Manager / Family Office Administrator
$110K–$185K depending on scope, entertaining cadence, and office coordination demands.

Figures are market ranges; every search is calibrated to the specific mandate.

Hiring in Chicago

How searches actually run here.

The Chicago hiring culture is deliberate. Principals here typically want longer processes with more references and slower interview cadences than coastal markets, and candidates who fit are usually the ones who explicitly want a long-tenure home. We structure Chicago searches with that in mind — longer intake, more finalist reference calls, and explicit calibration on retention over five to ten years.

Frequently asked

Chicago searches.

Do you place candidates who commute between the city and North Shore residences?
Yes. Many of our Chicago engagements assume regular movement between a downtown office and a North Shore or Lake Forest residence, and we calibrate expectations before sourcing.
Do you support long-tenure or succession hires for multi-generational family offices?
Yes. Succession searches are one of our most common Chicago engagements, particularly for Chief of Staff and Estate Manager roles replacing a long-tenured incumbent.
How does compensation compare with coastal markets?
Base compensation in Chicago typically sits 10–15% below New York and Bay Area equivalents, though long-tenure incentives and total cash comp often close the gap.

Roles we place in Chicago

Senior support, across disciplines.

Beginning a search in Chicago?

Every engagement starts with a private consultation.

Request consultation