Dimond Bros. Insurance

What Dimond Bros. Insurance does

Dimond Bros. Insurance is an independent insurance agency founded in 1867 by Albert Dimond in Arcola, Illinois and now headquartered in Paris, Illinois. The agency distributes personal, business, life & health, and farm & ag insurance products on behalf of more than 50 standard Property/Casualty and Life/Health carriers, including Chubb, CNA, Cincinnati, QBE, MetLife, BlueCross BlueShield, Auto-Owners, Grinnell Mutual, Grange, and Employers Insurance. It serves individual consumers, small and medium businesses, and local, regional, national, and international commercial accounts across 40+ physical office locations in Illinois, Indiana, Wisconsin, and South Carolina, with a customer base of more than 65,000 clients annually generating over $600 million in placed premium and over $5 billion in covered client assets.

The agency monetizes primarily through standard commissions calculated as a percentage of premium placed with carrier partners, supplemented by contingency and profit-sharing compensation from carriers and occasional client fees for placement or additional services. Go-to-market is relationship-led via licensed agents at branch offices, augmented by digital channels including website quote-request forms for each business unit, the Dimond Vault client portal (delivered through a GloveBox-powered mobile app) for self-service policy management, and the Dimond Wrap-Up OCIP contractor portal (built on VUE Wrap-Up) for construction wrap-up projects. It also integrates Zywave HR and compliance resources for commercial and group benefits clients.

Operationally, Dimond Bros. has executed more than 70 mergers and acquisitions since 2000 under CEO Don Bartos, with the most recent being the June 2026 acquisition of the 90-year-old Lee O'Keefe Insurance Agency of Springfield, Illinois. The company runs a 300+ employee organization with a full C-suite (CEO, CIO, CFO, COO) and specialized VPs for M&A, Sales, Personal Lines, Life & Health, Marketing, Finance, Farm & Agribusiness, Commercial Lines, Agency Integrations, and regional sales (e.g., Wisconsin), with more than 50 employees holding formal insurance designations.

Name

Dimond Bros. Insurance

Legal name

Dimond Bros. Insurance, LLC

Website

https://dimondbros.com

Company type

Private

Founded year

1867

Operating status

Operating

Headcount range

101–250 employees

Short description

Dimond Bros. Insurance is an independent insurance agency founded in 1867 that distributes personal, business, life & health, and farm & ag insurance across 40+ offices in Illinois, Indiana, Wisconsin, and South Carolina via 50+ carrier partners, serving more than 65,000 clients annually.

Ownership category

akta.pro rank

Headquarters

HQ city

Paris

HQ country

United States

HQ region

North America

Offices12 records

Markets served

GTM type

B2B and B2C

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Technology or R&D, Infrastructure

Revenue model

1. Standard Commissions: Standard commissions are based on commission schedules published by the insurance company and calculated as a percentage of the premium. For the majority of the products, agencies are paid a standard commission, which varies little among companies.
2. Contingent/Profit-Sharing Compensation: Additional compensation through contingency or profit-sharing agreements with insurance companies. This may include profit sharing agreements, fees, overrides and bonuses based on pre-established thresholds for overall profitability, volume, retention and/or growth.
3. Fees Paid by Clients: On occasion, a fee may be charged for placement of insurance coverage or additional services. If a fee exceeds 10% of a directly attributable premium amount, written acknowledgment is required.

Pricing tiers

Go-to-market motion2 records

Distribution channels4 records

Marketing channels4 records

Core offering

Dimond Bros. Insurance is an independent insurance agency that places personal, business, life & health, and farm & ag insurance coverage on behalf of clients by matching them with appropriate carriers from its network of 50+ Property/Casualty and Life/Health insurance partners. The agency earns revenue primarily through standard commissions paid by insurance carriers, supplemented by contingent/profit-sharing compensation and occasional client fees. It also provides digital service through the Dimond Vault client portal and Dimond Wrap-Up contractor portal.

Product overview

Dimond Bros. Insurance is an independent insurance agency offering a comprehensive portfolio of insurance products and services through multiple categories: Business Insurance (including Business Owners Policy, Commercial Umbrella, General Liability, Professional Liability, EPLI, and Workers Compensation), Personal Insurance (Homeowners, Auto, and Personal Umbrella), Life & Health Insurance (Individual and Group Health, Life, Disability, Medicare Supplements, Long Term Care, Dental, and Vision), and Farm & Ag Insurance (Farmowners, Equine, Livestock, Hail, Crop/Multi-Peril, and Farm Liability). The agency operates as a platform-plus-advisory model, providing both standardized insurance products across major carriers and digital service portals including the Dimond Vault Client Portal and Dimond Wrap-Up Contractor Portal, with access to over 50 Property/Casualty and Life/Health Insurance carriers across 40+ locations in Illinois, Indiana, Wisconsin, and South Carolina.

Differentiator

Problem solved

Functional benefit

Brands

• Dimond Vault: Client portal for Dimond Bros. Insurance providing access to service, support, documents and more through a mobile app experience. Available for Personal Lines, Commercial Lines, Farm and Ag Policyholders.

Products and services

• Business Owners Policy (BOP) Combined coverage policy protecting small to medium-size business assets, including property coverage, liability protection, business interruption, equipment breakdown, crime, and signage.
• Commercial Umbrella Insurance
• General Liability Insurance
• Professional Liability Insurance
• Errors and Omissions Insurance
• EPLI Insurance (Employment Practices Liability Insurance)
• Workers Compensation Insurance
• Homeowners Insurance
• Auto Insurance
• Personal Umbrella Insurance
• Individual Health Insurance
• Group Health Insurance
• Individual Life Insurance
• Group Life Insurance
• Disability Insurance
• Medicare Supplements
• Long Term Care Insurance
• Group Dental Insurance
• Group Vision Insurance
• Farmowners Insurance
• Equine Insurance
• Livestock Insurance
• Hail Insurance
• Crop Insurance / Multi-Peril Insurance
• Farm Liability Insurance
• Dimond Vault Client Portal
• Dimond Wrap-Up Contractor Portal

Quantifiable outcome

• Services over 65,000 clients annually with over $600 million in premium
• +2 more outcomes

Named customers1 record

Segments4 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration3 records

Feature2 records

Partnerships

Twelve partnerships are on record, tiered core.

• Lee O'Keefe Insurance AgencycoreStrategic or Co-development Partner · 1 June 2026Lee O'Keefe Insurance Agency of Springfield, Illinois officially joined Dimond Bros. Insurance on June 1, 2026. The agency brings over 90 years of legacy since 1934, with expertise spanning personal insurance, commercial insurance, and employee benefits. The partnership reflects Dimond Bros.' commitment to aligning with agencies that share a strong client-focused philosophy, deep community roots, and dedication to service excellence.
• Grange InsurancecoreChannel Partner/ Reseller/ DistributorInsurance carrier partner providing personal and commercial insurance products through Dimond Bros. agency network.
• Employers InsurancecoreChannel Partner/ Reseller/ DistributorWorkers compensation and insurance carrier partner.
• CNA InsurancecoreChannel Partner/ Reseller/ DistributorCommercial lines insurance carrier partner providing business insurance solutions.
• Cincinnati InsurancecoreChannel Partner/ Reseller/ DistributorProperty and casualty insurance carrier partner.
• ChubbcoreChannel Partner/ Reseller/ DistributorPremium commercial and personal property and casualty insurance carrier partner.
• CIMICOcoreChannel Partner/ Reseller/ DistributorRegional insurance carrier partner.
• QBE InsurancecoreChannel Partner/ Reseller/ DistributorGlobal insurer providing commercial and specialty insurance products.
• MetLifecoreChannel Partner/ Reseller/ DistributorEmployee benefits and life insurance carrier partner.
• Grinnell MutualcoreChannel Partner/ Reseller/ DistributorRegional mutual insurance company providing farm, business, and personal insurance.
• BlueCross BlueShieldcoreChannel Partner/ Reseller/ DistributorHealth insurance carrier partner providing group and individual health coverage.
• Auto-Owners InsurancecoreChannel Partner/ Reseller/ DistributorMulti-line property and casualty insurance carrier partner.

Scale indicators10 records

Recent moves8 records

Expansion highlights6 records

Regional players

• Houchens Insurance Group: Large independent insurance agency group with multi-line personal, commercial, and life products across the Midwest and Southeast — closely comparable to Dimond's geographic footprint and acquisition-driven growth.

Direct peers

• Acrisure: Tech-enabled insurance brokerage executing one of the largest M&A roll-ups in the U.S. agency market, comparable to Dimond in its multi-line, multi-state agency acquisition strategy.
• Hub International: Large North American insurance brokerage with extensive M&A history, comparable to Dimond as a multi-line, multi-carrier agency with regional office footprints and commercial lines emphasis.
• USI Insurance Services: Top-10 U.S. insurance brokerage serving commercial, personal, and employee benefits clients through regional offices — directly comparable to Dimond's four-segment, multi-carrier agency model.
• IMA Financial Group: Large independent insurance brokerage with commercial, personal, and employee benefits focus, comparable to Dimond in operating as an independent, multi-segment agency with regional density.
• AssuredPartners: Large national independent insurance brokerage built through aggressive M&A roll-up of regional agencies, directly comparable to Dimond's acquisition-driven growth strategy and multi-line distribution model.
• The Hilb Group: National insurance brokerage built through aggressive M&A roll-up of regional agencies, directly comparable to Dimond's tuck-in acquisition strategy and multi-line product breadth.
• Holmes Murphy & Associates: Independent Midwest-based insurance brokerage with strong commercial and employee benefits presence, highly comparable to Dimond's Midwest footprint, multi-line model, and independent agency culture.

Broad incumbents

• Arthur J. Gallagher & Co. One of the largest global insurance brokerages with deep U.S. agency operations — comparable as a scaled multi-carrier distributor but operating as a public incumbent with substantially broader scale and product set.
• Marsh McLennan Agency: Middle-market arm of Marsh McLennan, providing multi-line insurance brokerage and consulting — comparable to Dimond as a scaled agency platform, but with significantly broader resources and national reach.

Market position

Weaknesses5 records

Competitive moat5 records

Key risks2 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/dimondbros
• LinkedInlinkedin.com/company/dimond-bros-insurance-agency-inc.

Revenue estimate

Valuation estimate

Number of profiles

Profiles15 records

Subsidiaries1 record

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Dimond Bros. Insurance