Company lists · Data refreshed September 2026

Top 25 Specialty insurance companies based in Chicago, United States

RevenueBase identified 44 specialty insurance companies headquartered in Chicago, United States as of September 2026 and tracks 18,229 professional contacts across them, including 6,014 with verified work emails. New York is the largest hub.

This list covers specialty insurance companies 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 18, 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 18, 2026 86% judged on-target in blind review
44Companies
18,229Contacts tracked
6,014Verified emails
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The 25 largest specialty insurance companies based in Chicago, United States

Ranked by team size
Top 25 of 44 specialty insurance companies based in Chicago, United States, ranked by team size, largest first. Data refreshed Sep 18, 2026. RevenueBase Smart Search rates how each company's information relates to specialty insurance companies: 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 18, 20265,001-10,0006,984 contacts →

Indirect evidence

“CNA is one of the largest U.S.”

Source: RevenueBase Database · checked Sep 18, 2026
2Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 20265,001-10,0005,419 contacts →

Partial evidence

“The Kemper family of companies is one of the nation’s leading specialized insurers.”

Source: RevenueBase Database · checked Sep 18, 2026
3Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 20261,001-5,0002,955 contacts →

Strong 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 18, 2026
4Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 20265,001-10,0001,079 contacts →

Strong evidence

“Ryan Specialty (NYSE: RYAN) is an international specialty insurance firm that provides distribution, underwriting, product development, administration and risk management services…”

Source: RevenueBase Database · checked Sep 18, 2026
5Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 2026501-1,000212 contacts →

Partial evidence

Specialty Program Group delivers leading-edge specialty expertise backed by transformative digital capabilities and sophisticated data and analytics.”

Source: RevenueBase Database · checked Sep 18, 2026
6Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202651-200130 contacts →

Partial evidence

“Berkley Select is a leading provider of professional liability insurance products across a full spectrum of disciplines and industries, for clients of virtually every size and…”

Source: RevenueBase Database · checked Sep 18, 2026
7Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202651-200128 contacts →

Partial evidence

“Attorneys' Liability Assurance Society (ALAS) was founded by its owner-insured law firms to provide a superior source of insurance coverage along with a level of service that…”

Source: RevenueBase Database · checked Sep 18, 2026
8Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202610001+106 contacts →

Partial evidence

“Old Republic International (ORI) is one of the nation's 50 largest shareholder-owned insurance businesses and traces its beginnings to 1923.”

Source: RevenueBase Database · checked Sep 18, 2026
9Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202651-20096 contacts →

Partial evidence

“We have been a trusted underwriter of Management and Professional Liability Insurance since 1983.”

Source: RevenueBase Database · checked Sep 18, 2026
10Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-5033 contacts →

Strong evidence

“APR, a division of K2 Insurance Services, provides tailored liability solutions designed specifically for the diverse needs of public entities and special districts nationwide.”

Source: RevenueBase Database · checked Sep 18, 2026
11Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 2026n/a26 contacts →

Partial evidence

“As of April 1, 2019, JLT Specialty is now a part of Marsh & McLennan.”

Source: RevenueBase Database · checked Sep 18, 2026
12Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-5021 contacts →

Partial evidence

“In the insurance industry, trust has to be established before it is earned.”

Source: RevenueBase Database · checked Sep 18, 2026
13Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 20261,001-5,00018 contacts →

Partial evidence

“Founded in 1998, Lemme, a division of EPIC, assists professional service firms worldwide with insurance and risk management solutions.”

Source: RevenueBase Database · checked Sep 18, 2026
14Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-5011 contacts →

Partial evidence

“We’re a leading professional liability insurance provider dedicated to incredible customer service and support.”

Source: RevenueBase Database · checked Sep 18, 2026
15Partial evidenceChicago, United StatesHQ checked Sep 18, 202611-5010 contacts →

Partial evidence

“Serpe Insurance Agency is a general insurance broker.”

Source: RevenueBase Database · checked Sep 18, 2026
16Indirect evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-5010 contacts →

Indirect evidence

“It doesn't matter.until it does.”

Source: RevenueBase Database · checked Sep 18, 2026
17Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 20261-109 contacts →

Strong evidence

“LifeScienceRisk (LSR) is committed to providing outstanding specialty insurance solutions and quality services to Life Science companies.”

Source: RevenueBase Database · checked Sep 18, 2026
18Strong evidenceChicago, United StatesHQ checked Sep 18, 202611-508 contacts →

Strong evidence

“A division of Alliant Insurance Services, the nation’s largest specialty insurance brokerage firm, ProQuest serves more than 350 law firms ranging from local and regional firms to…”

Source: RevenueBase Database · checked Sep 18, 2026
19Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-506 contacts →

Strong evidence

“PFS is a leading provider of specialized, high-limit disability insurance for top talent in the worlds of sports, entertainment, business and medicine.”

Source: RevenueBase Database · checked Sep 18, 2026
20Indirect evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-505 contacts →

Indirect evidence

“Stonegate is part of the Producers National Corporation family of companies.”

Source: RevenueBase Database · checked Sep 18, 2026
21Indirect evidenceChicago, IL, United StatesHQ checked Sep 18, 20261-104 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 18, 2026
22Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 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 18, 2026
23Strong evidenceChicago, IL, United StatesHQ checked Sep 18, 20261-103 contacts →

Strong evidence

“Ashford General Insurance Agency, LLC is a boutique insurance agency specializing in Business Insurance and High Net Worth Homeowners Insurance.”

Source: RevenueBase Database · checked Sep 18, 2026
24Indirect evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-502 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 18, 2026
25Partial evidenceChicago, IL, United StatesHQ checked Sep 18, 202611-502 contacts →

Partial evidence

“At Take 2 Insurance, we understand that accountants and financial professionals in Chicago face a unique set of risks.”

Source: RevenueBase Database · checked Sep 18, 2026

Showing 25 of 44 specialty insurance companies based in Chicago, United States

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Specialty insurance companies based in Chicago, United States at a glance

As of Sep 18, 2026
33.0%Verified-email coverage
414.3Average contacts per company
11-50Median size (employees)
152.3%Largest-city concentration · New York
Sep 18, 2026Page data refreshed

Companies by employee count

1-10
11
11-50
15
51-200
6
201-500
1
501-1,000
1
1,001-5,000
3
5,001-10,000
3
10001+
4

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 44 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 specialty insurance companies, 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 “specialty insurance companies”. 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 specialty insurance companies), 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 specialty insurance companies, 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, 6,014 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 18, 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.

Specialty insurance companies 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 specialty insurance companies, 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 specialty insurance companies are there based in Chicago, United States?

RevenueBase identified 44 specialty insurance companies 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?

CNA Insurance, headquartered in Chicago, tops this list with the largest team on record.

Which city has the most specialty insurance companies?

New York leads with 67 headquartered companies, followed by Chicago (44) and Houston (42).

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 6,014 verified decision-maker contacts tracked across these 44 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 18, 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.