Company lists · Data refreshed September 2026

Top 25 Retail insurance brokers based in Chicago, United States

RevenueBase identified 56 retail insurance brokers headquartered in Chicago, United States as of September 2026 and tracks 17,679 professional contacts across them, including 10,306 with verified work emails. New York is the largest hub.

This list covers retail insurance brokers headquartered in Chicago, United States, matched on what each company actually does as described in its own words. Ranked by team size, largest first. Every row shows the company's own description, its RevenueBase Smart Search rating, and when it was last checked. Data refreshed September 17, 2026.

Published by RevenueBase, a B2B data infrastructure company. This list was built with RevenueBase Smart Search, the natural-language company search RevenueBase customers use to build their own targeted lists and unlock verified emails and direct dials at the companies on them. How these lists are built and judged.

How to read this list HQ checked on every row RevenueBase Smart Search rating on every row Refreshed Sep 17, 2026 86% judged on-target in blind review
56Companies
17,679Contacts tracked
10,306Verified emails
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The 25 largest retail insurance brokers based in Chicago, United States

Ranked by team size
Top 25 of 56 retail insurance brokers based in Chicago, United States, ranked by team size, largest first. Data refreshed Sep 17, 2026. RevenueBase Smart Search rates how each company's information relates to retail insurance brokers: strong evidence (its own description names it), partial (names part of it), indirect (matched on the rest of its profile rather than the description shown). Click a contact count to view that company's people.
#CompanyRevenueBase Smart SearchHeadquartersEmployeesContacts
1Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 202610001+14,217 contacts →

Indirect evidence

“Hi, we’re HUB.”

Source: RevenueBase Database · checked Sep 17, 2026
2Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261,001-5,0002,955 contacts →

Partial evidence

“RT Specialty is a leading wholesale distributor of specialty insurance products and services and the wholesale broking specialty for Ryan Specialty.”

Source: RevenueBase Database · checked Sep 17, 2026
3Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 202651-20076 contacts →

Indirect evidence

“At Maximum, we like the word confidence.”

Source: RevenueBase Database · checked Sep 17, 2026
4Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 202651-20037 contacts →

Partial evidence

“The Rockwood Company has been providing insurance services to it's clients since 1896.”

Source: RevenueBase Database · checked Sep 17, 2026
5Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-5036 contacts →

Strong evidence

“RBN Insurance Services is an independent insurance brokerage headquartered in Chicago, serving middle-market businesses and their leaders across the United States since 1993.”

Source: RevenueBase Database · checked Sep 17, 2026
6Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-5035 contacts →

Strong evidence

“Thompson Flanagan is committed to being a premier insurance brokerage firm focused on delivering consistently superior results within a collegial environment that encourages a…”

Source: RevenueBase Database · checked Sep 17, 2026
7Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-5022 contacts →

Strong evidence

“IXSolutions (IX) is a health insurance and benefits brokerage located in Chicago, Illinois.”

Source: RevenueBase Database · checked Sep 17, 2026
8Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-1022 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 17, 2026
9Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-1017 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 17, 2026
10Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-5017 contacts →

Strong evidence

“Commercial benefits and property and casualty insurance consultation and brokerage services.”

Source: RevenueBase Database · checked Sep 17, 2026
11Strong evidenceChicago, United StatesHQ checked Sep 17, 202611-5010 contacts →

Strong evidence

“Serpe Insurance Agency is a general insurance broker.”

Source: RevenueBase Database · checked Sep 17, 2026
12Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-109 contacts →

Partial evidence

“STRIDE Financial is a full service financial services brokerage specializing in comprehensive, holistic financial planning.”

Source: RevenueBase Database · checked Sep 17, 2026
13Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-109 contacts →

Partial evidence

“Understanding insurance can be difficult at times.”

Source: RevenueBase Database · checked Sep 17, 2026
14Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-107 contacts →

Partial evidence

“For nearly three decades, Pahlke & Pahlke has worked with businesses, individuals, and families to put together sensible, cost-effective insurance and benefits planning strategies.”

Source: RevenueBase Database · checked Sep 17, 2026
15Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-107 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 17, 2026
16Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-105 contacts →

Partial evidence

“Hipskind Seyfarth Risk Solutions LLC is a full-service Brokerage and Consulting Firm.”

Source: RevenueBase Database · checked Sep 17, 2026
17Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-105 contacts →

Strong evidence

“About Us KME Insurance Brokerage was founded with the goal of assisting and growing the business of our Independent Producers.”

Source: RevenueBase Database · checked Sep 17, 2026
18Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-105 contacts →

Partial evidence

“Schultz Insurance Group is an independent insurance agency based in Chicago, IL, with the experience and ability to place coverage for a variety of clients.”

Source: RevenueBase Database · checked Sep 17, 2026
19Strong evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-504 contacts →

Strong evidence

“CS Insurance Strategies, a Marsh & McLennan Agency LLC company, is a full-service brokerage helping clients navigate complicated risk and insurance issues.”

Source: RevenueBase Database · checked Sep 17, 2026
20Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-503 contacts →

Indirect evidence

“Founded in 1906, Jos.”

Source: RevenueBase Database · checked Sep 17, 2026
21Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 202611-503 contacts →

Partial evidence

“Skyline Insurance Agency has been located in the Roscoe Village neighborhood of Chicago for the past 14 years.”

Source: RevenueBase Database · checked Sep 17, 2026
22Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-103 contacts →

Partial evidence

“For more than a quarter of a century we have been providing our valued clients-both individuals and businesses-with quality insurance coverage across the country.”

Source: RevenueBase Database · checked Sep 17, 2026
23Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-102 contacts →

Partial evidence

Insurance - many of us are neutral until we have an experience that moves us one way or the other.”

Source: RevenueBase Database · checked Sep 17, 2026
24Indirect evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-101 contacts →

Indirect evidence

“With it's corporate office in Chicago, Illinois and over 20 years of providing excellent client service, Collector's Risk is committed to the long term relationship required by…”

Source: RevenueBase Database · checked Sep 17, 2026
25Partial evidenceChicago, IL, United StatesHQ checked Sep 17, 20261-101 contacts →

Partial evidence

“Empowering clients through innovative and personalized insurance solutions.”

Source: RevenueBase Database · checked Sep 17, 2026

Showing 25 of 56 retail insurance brokers based in Chicago, United States

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Retail insurance brokers based in Chicago, United States at a glance

As of Sep 17, 2026
58.3%Verified-email coverage
315.7Average contacts per company
1-10Median size (employees)
214.3%Largest-city concentration · New York
Sep 17, 2026Page data refreshed

Companies by employee count

1-10
41
11-50
10
51-200
3
1,001-5,000
1
10001+
1

Email recency for this list is measured across the whole United States list rather than for Chicago, so it is reported there. Company counts and contact totals on this page are exact for Chicago, over 56 companies.

How this list was built

Company categories are rarely black and white. RevenueBase reads each company's own description of its business to decide whether it belongs among retail insurance brokers, so some rows will be adjacent to the category rather than pure plays. The description and RevenueBase Smart Search rating on every row are there so you can check each match yourself.

Source
The RevenueBase company graph: 60 million companies and 398.9 million professional contacts resolved from primary sources, queried with RevenueBase Smart Search, the natural-language company search available to every RevenueBase user.
What qualifies
Companies headquartered in Chicago, United States whose own description of what they do matches “retail insurance brokers”. Matching reads each company's description, not its industry code or its name.
RevenueBase Smart Search
RevenueBase Smart Search is how this list is assembled and how each row is rated. RevenueBase's data engine and AI assess a company's LinkedIn profile, information supplied directly by the company, its website and other publicly available information, then relate it to a category defined in a user's own words. Each row is rated strong evidence (its own description names retail insurance brokers), partial evidence (it names part of the category) or indirect evidence (the description shown names none of it and the match rests on the rest of the company's profile). The description supporting each rating is quoted on the row.
What we exclude
Companies whose own description does not clearly place them among retail insurance brokers, and records with no verified work email. Companies headquartered outside Chicago are excluded even when they keep an office there.
Match quality
In blind human judging of this matching method, 86% of matched companies were on target. Expect roughly 1 in 7 rows to be adjacent to the category rather than a pure play. Every row shows the company's own description and its RevenueBase Smart Search rating so you can judge each match yourself. Read the full methodology: how the lists are built, how the judging worked, and what the figure means.
Ranking
Team size, largest first: companies are ordered by the number of professionals RevenueBase tracks at each one. Employee ranges shown are reported bands, for context.
Verification
Every listed company carries at least one verified work email, 10,306 across the full list. Contacts re-verify on a rolling cadence, and each contact's own verification date is shown inside RevenueBase.
Refresh
This page's figures were pulled from the company graph on September 17, 2026. Lists refresh periodically as the graph is re-checked.
Corrections
Wrong category, wrong headquarters, or a company that has closed? Use “Report an issue” on any row. Reports go to the RevenueBase Data Team and feed back into the company graph.

Retail insurance brokers by metro in the United States

Frequently asked

What is RevenueBase Smart Search?

RevenueBase Smart Search is how RevenueBase decides which companies belong on this list and how strongly each one fits. Its data engine and AI assess a company's LinkedIn profile, information supplied directly by the company, its website and other publicly available information, then relate it to the category the list is about. Each row is rated strong evidence when the company's own description names retail insurance brokers, partial evidence when it names part of the category, and indirect evidence when the description shown names none of it and the match rests on the rest of the company's profile.

How many retail insurance brokers are there based in Chicago, United States?

RevenueBase identified 56 retail insurance brokers headquartered in Chicago, United States as of September 2026, matched on each company's own description of what it does rather than its industry code.

What is the largest company on this list?

HUB International, headquartered in Chicago, tops this list with the largest team on record.

Which city has the most retail insurance brokers?

New York leads with 120 headquartered companies, followed by Houston (107) and Miami (82).

How do I get contact information for these companies?

A free RevenueBase account lets you run this exact search and work the top results, verified emails and direct dials included. Upgrading unlocks all 10,306 verified decision-maker contacts tracked across these 56 companies.

How current is this list?

The list refreshes periodically as the company graph is re-checked. This page's figures were pulled on September 17, 2026.

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About this data

RevenueBase is a B2B data infrastructure company. Its company graph covers 60 million companies and 398.9 million professional contacts, with emails verified on a rolling cadence rather than scraped once and left to decay. These company lists are generated directly from that graph with RevenueBase Smart Search, the same natural-language company search every RevenueBase user has: describe a market in plain words, get the companies that match, and add verified emails and direct dials for the people at them. It is the same data that powers RevenueBase's B2B data products, and a free account includes 500 credits to start. How these lists are built and judged.