Gregory Jacobson in

Gregory Jacobson

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CEO at The Jacobson Group
📍 Greater Chicago Area, United States

Gregory Jacobson is the Co-CEO of The Jacobson Group, a premier talent solutions provider for the insurance industry. With over three decades of experience, he specializes in C-suite executive searches and strategic human capital guidance. He holds a BA from Illinois State University and serves on the board of the 1970 Group.

Outside of his corporate roles, Gregory is a classically trained violinist who studied Violin Performance at Indiana University. This passion extends to philanthropy, as he established a university scholarship for string musicians. He is also an active angel investor and a member of the Park City Angels.

Unique fact: He successfully blends a high-level career in executive search with a lifelong passion and background in classical violin performance.

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Experience
36 Years
Current Role
CEO
Job Level
Leadership
Location
Greater Chicago Area, United States
Personality Overview

How Gregory shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Gregory cares about

Insurance Talent Strategy
As Co-CEO of a top insurance talent firm, he frequently provides insights on industry labor market trends, recruitment challenges, and strategic staffing solutions.
Executive Recruitment
He has extensive experience leading critical C-suite and CEO-level searches, positioning him as an expert in identifying and placing top-tier executive talent.
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Career

Work history

7-1989
CEO
The Jacobson Group
5-2020
Board Member
1970 Group
1-2025
Member
Park City Angels
In the press

Media appearances

The Jacobson Group Launches The Insurance Talent Podcast in Recognition of 50-Year Anniversary. Featured in Jacobson Online (Press Release)
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Making an Impact in Insurance by The Jacobson Group CEO, Greg Jacobson – Insurance Careers Month. Featured in Insurance Careers Movement
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Education
1984 - 1988
BA
Illinois State University
6-1986 - 5-1987
Violin Performance
Indiana University Bloomington
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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