C

Cottingham & Butler

Independent broker delivering P&C & benefits

Overview

Cottingham & Butler is a large, privately held U.S. insurance broker focused on property & casualty and employee benefits. It helps clients manage risk by assessing needs, designing and placing insurance programs with carrier partners, and providing ongoing advisory, service, and claims support. Compared with competitors, it differentiates itself through its independence (not owned by carriers), scale, and a promise of consistent, improved outcomes—articulated as Better Every Day: better advice, better service, and better ideas than peers. The company emphasizes challenging conventional wisdom, innovating its services, and improving client results as it grew from 1887 to become the 3rd largest independently held broker. Its goal is to deliver measurable value for clients every day, helping them reduce risk and optimize benefits while maintaining strong growth and industry expertise.

Work here?Claim your company

About Cottingham & Butler

Simplify's Rating
Why Cottingham & Butler is rated
B-
Rated B on Competitive Edge
Rated B on Growth Potential
Rated C on Differentiation

Industries

ConsultingFinancial Services

Company Size

501-1,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Dubuque, IA

Founded

1987

Get referred to Cottingham & Butler

See people who can refer or advise you

Simplify Jobs

Simplify's take

What believers are saying

  • January 2025 Perspective added public-sector and education distribution immediately.
  • November 2026 webinars on freight fraud and compliance deepen recurring advisor relationships.
  • October 2026 leadership expansion signals continued investment in P&C growth and succession planning.

What critics are saying

  • Private-broker scale pressure from Gallagher, Marsh McLennan, and Acrisure intensifies pricing wars.
  • January 2025 Perspective acquisition exposes integration risk across public-sector benefits and regional offices.
  • If trucking and benefits growth stalls, founder-led client concentration threatens long-term independence.

What makes Cottingham & Butler unique

  • Founded in 1887, Cottingham & Butler remains a fourth-generation, family-owned broker.
  • January 2026: Mike Hessling became president, adding enterprise operating discipline.
  • Its niche expertise spans trucking, employee benefits, public sector, and education clients.

Help us improve and share your feedback! Did you find this helpful?

Benefits

  • Health Insurance
  • Dental Insurance
  • Vision Insurance
  • Health Savings Account/Flexible Spending Account
  • 401(k) Company Match
  • Profit Sharing
  • Unlimited Paid Time Off
  • Paid Holidays
  • Company-paid ST and LT Disability
  • Maternity Leave
  • Parental Leave
  • Subsidized Parking

Company News

Insurance Journal
Jan 22nd, 2026
People Moves: Cottingham & Butler Names Hessling President; Blessing Named Office President of CRC Group Kansas City Operation

People moves: Cottingham & Butler Names Hessling President; Blessing Named Office President of CRC Group Kansas City Operation. Cottingham & Butler Names Hessling President Cottingham & Butler, headquartered in Dubuque, Iowa, named Mike Hessling as president. Hessling joins Cottingham & Butler from Gallagher Bassett, where he served as CEO of North America. As president, Hessling develops and executes the company's strategic agenda, with a focus on continued growth and long-term planning. Before Gallagher Bassett, Hessling held roles at Bain & Company, Bridge Strategy Group, and Arthur Andersen. Blessing Named Office President of CRC Group Kansas City Operation CRC Group, headquartered in Charlotte, North Carolina, named Matt Blessing as office president in Kansas City, Missouri, where he will continue to lead the firm's Select binding operations. Blessing is responsible for overseeing underwriting strategy, talent development, and market expansion while supporting retail partners. Blessing brings nearly two decades of experience in underwriting and binding authority operations, with a background spanning underwriting management, portfolio development, and complex risk evaluation across multiple lines of business.

x107.1
Mar 11th, 2025
Cottingham & Butler opening Des Moines-area office

Cottingham & Butler is opening a new office in the Des Moines area.

Bulk Transporter
Feb 9th, 2022
Cottingham & Butler, Inc. launched survey for the 2022 edition of Annual Trucking Compensation & Benefits Benchmark Survey Report on Jan 9th 22'.

Cottingham & Butler recently launched a survey for the 2022 edition of its Annual Trucking Compensation & Benefits Benchmark Survey Report, which includes the only comprehensive breakout of data for the tank/bulk segment.

McLeod Express
Jan 6th, 2022
Mcleod Express, Llc partners with Cottingham & Butler, Inc.

Through its partnership with Cottingham & Butler, McLeod Express employees have access to the PerkSpot Employee Discount Program at no cost to them!

Recently Posted Jobs

Sign up to get curated job recommendations

Cottingham & Butler is Hiring for 90 Jobs on Simplify!

Find jobs on Simplify and start your career today

Don't see your dream role? Check out thousands of other roles on Simplify.Browse all jobs