Top Insurance Broker Managing Director/Head of Office

The Rogan Group, Inc. – a Risk & Insurance Management Recruiting firm is currently assisting a client, a Top 10 National Insurance Broker, with over $1 Billion in Revenue and 100+ offices nationwide in recruiting a Managing Director/Head of Office for their greater Chicagoland operations. This position will be responsible for 2 locations (downtown and suburb offices), 12 M in growing revenue and 45 team members.

Agency Profile:

Top 10 National Retail Insurance Broker
$1+ Billion in retail revenue (additional 300M in wholesale/specialty division)
3,000+ Staff, 100+ Locations
PE sponsored company (1 class of stock!)
Revenue Growth: 250% since 2016
Stock Appreciation: 1,200% since 2013
20% of staff are equity owners!
Firm Ownership: 52% staff, 48% Private Equity

Position Outline:

Title – Managing Director, Head of Office – Chicagoland Operations


  1. P+L ownership for two Chicago area offices:
    1. Downtown Chicago- $6 Million in revenue, 20+ Employees
    2. Chicago area Suburbs- $6 Million in revenue, 25+ Employees
  2. Oversight of sales (CL & EB), service, placement, operations, finance & carrier relations
  3. Emphasis on Organic Growth, retention, and Culture
  4. Part of the Regional Executive team
  5. Additional: Producer recruiting and part of the M&A review team


  • 10+ years of insurance agency experience, with time in sales, practice, or office leadership roles
  • Production experience helpful but not mandatory
  • Experience with both P&C and EB
  • College Degree, and advanced degree/insurance designations helpful


$200k-$250k Base Target (DOE)

STB Bonus based on growth and profit

Equity opportunity

To discuss this position further, please contact Kerry O’Donnell, Mid-West Insurance Recruiter, The Rogan Group, Inc. at 443-752-9905 or

The Rogan Group, Inc. – is an Executive Search firm that specializes in the Insurance Industry. We are able to conduct projects on a Local, Regional & National basis. This work covers both the P&C and L&H sides of the business. To review our insurance job openings, please visit our website at

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