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.
The 25 largest retail insurance brokers based in Chicago, United States
Ranked by team size| # | Company | Contacts | |||
|---|---|---|---|---|---|
| 1 | 14,217 contacts → | ||||
Indirect evidence “Hi, we’re HUB.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 2 | 2,955 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, 2026Thanks. The Data Team will review it. | |||||
| 3 | 76 contacts → | ||||
Indirect evidence “At Maximum, we like the word confidence.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 4 | 37 contacts → | ||||
Partial evidence “The Rockwood Company has been providing insurance services to it's clients since 1896.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 5 | 36 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, 2026Thanks. The Data Team will review it. | |||||
| 6 | 35 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, 2026Thanks. The Data Team will review it. | |||||
| 7 | 22 contacts → | ||||
Strong evidence “IXSolutions (IX) is a health insurance and benefits brokerage located in Chicago, Illinois.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 8 | 22 contacts → | ||||
Indirect evidence Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 9 | 17 contacts → | ||||
Indirect evidence Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 10 | 17 contacts → | ||||
Strong evidence “Commercial benefits and property and casualty insurance consultation and brokerage services.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 11 | 10 contacts → | ||||
Strong evidence “Serpe Insurance Agency is a general insurance broker.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 12 | 9 contacts → | ||||
Partial evidence “STRIDE Financial is a full service financial services brokerage specializing in comprehensive, holistic financial planning.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 13 | 9 contacts → | ||||
Partial evidence “Understanding insurance can be difficult at times.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 14 | 7 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, 2026Thanks. The Data Team will review it. | |||||
| 15 | 7 contacts → | ||||
Indirect evidence Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 16 | 5 contacts → | ||||
Partial evidence “Hipskind Seyfarth Risk Solutions LLC is a full-service Brokerage and Consulting Firm.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 17 | 5 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, 2026Thanks. The Data Team will review it. | |||||
| 18 | 5 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, 2026Thanks. The Data Team will review it. | |||||
| 19 | 4 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, 2026Thanks. The Data Team will review it. | |||||
| 20 | 3 contacts → | ||||
Indirect evidence “Founded in 1906, Jos.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
| 21 | 3 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, 2026Thanks. The Data Team will review it. | |||||
| 22 | 3 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, 2026Thanks. The Data Team will review it. | |||||
| 23 | 2 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, 2026Thanks. The Data Team will review it. | |||||
| 24 | 1 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, 2026Thanks. The Data Team will review it. | |||||
| 25 | 1 contacts → | ||||
Partial evidence “Empowering clients through innovative and personalized insurance solutions.” Source: RevenueBase Database · checked Sep 17, 2026Thanks. The Data Team will review it. | |||||
RevenueBase Smart Search
RevenueBase Smart Search assesses information from a company’s LinkedIn profile, information supplied directly by the company, its website, and other publicly available sources. It uses that information to rate how closely the company relates to this list’s category: retail insurance brokers. Every row carries its rating and the description the rating was read from, so each one can be checked rather than taken on trust.
- Strong evidence
- The company's own public description of its business names retail insurance brokers.
- Partial evidence
- Its own public description names part of retail insurance brokers, so it works in or next to the category without describing itself that way.
- Indirect evidence
- The description shown does not name retail insurance brokers. The match rests on the rest of the company's public profile rather than the one sentence quoted here, so this is the rating to check first.
RevenueBase Smart Search is how these lists are built: RevenueBase's data engine and AI assemble the companies that match a category defined in a user's own words, so a list can be about what companies actually do rather than about whichever industry code they were filed under.
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, 2026Companies by employee count
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
- Retail insurance brokers in New York120
- Retail insurance brokers in Houston107
- Retail insurance brokers in Miami82
- Retail insurance brokers in Dallas69
- Retail insurance brokers in Los Angeles66
- Retail insurance brokers in Tampa64
- Retail insurance brokers in San Diego61
- Retail insurance brokers in Atlanta58
- Retail insurance brokers in Chicago56
- Retail insurance brokers in Charlotte53
- Retail insurance brokers in Denver53
- Retail insurance brokers in Scottsdale52
- Retail insurance brokers in Las Vegas49
- Retail insurance brokers in Phoenix47
- Retail insurance brokers in San Antonio46
- Retail insurance brokers in Orlando42
- Retail insurance brokers in Austin38
- Retail insurance brokers in Indianapolis35
- Retail insurance brokers in Omaha35
- Retail insurance brokers in Cincinnati33
- Retail insurance brokers in Columbia33
- Retail insurance brokers in Jacksonville31
- Retail insurance brokers in Pittsburgh31
- Retail insurance brokers in Nashville30
- Retail insurance brokers in Irvine29
- Retail insurance brokers in Louisville28
- Retail insurance brokers in Springfield28
- Retail insurance brokers in Columbus27
- Retail insurance brokers in San Francisco27
- Retail insurance brokers in Greenville26
- Retail insurance brokers in Lafayette26
- Retail insurance brokers in Portland26
- Retail insurance brokers in San Jose26
- Retail insurance brokers in Boca Raton25
- Retail insurance brokers in Grand Rapids25
- Retail insurance brokers in Plano25
- Retail insurance brokers in Richmond25
- Retail insurance brokers in Salt Lake City25
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.
Ready to reach these companies? Verified emails and direct dials for all 56 retail insurance brokers based in Chicago, United States. Start with a free account, no credit card.
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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.
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