Company lists · Data refreshed September 2026

Top 25 Group health insurance advisors based in Chicago, United States

RevenueBase identified 52 group health insurance advisors headquartered in Chicago, United States as of September 2026 and tracks 14,746 professional contacts across them, including 8,146 with verified work emails. Houston is the largest hub.

This list covers group health insurance advisors 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 16, 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 16, 2026 86% judged on-target in blind review
52Companies
14,746Contacts tracked
8,146Verified emails
Explore this list → Free signup · no credit card · 500 free credits

The 25 largest group health insurance advisors based in Chicago, United States

Ranked by team size
Top 25 of 52 group health insurance advisors based in Chicago, United States, ranked by team size, largest first. Data refreshed Sep 16, 2026. RevenueBase Smart Search rates how each company's information relates to group health insurance advisors: 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 16, 202610001+14,217 contacts →

Indirect evidence

“Hi, we’re HUB.”

Source: RevenueBase Database · checked Sep 16, 2026
2Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-20076 contacts →

Indirect evidence

“At Maximum, we like the word confidence.”

Source: RevenueBase Database · checked Sep 16, 2026
3Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 2026201-50069 contacts →

Strong evidence

“Maestro Health works with employers and their trusted advisors to administer self-funded health plans.”

Source: RevenueBase Database · checked Sep 16, 2026
4Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-20049 contacts →

Strong evidence

“Flexible Benefit Service LLC (Flex) is a leader in the health insurance and benefits administration markets.”

Source: RevenueBase Database · checked Sep 16, 2026
5Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 202611-5036 contacts →

Partial 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 16, 2026
6Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-20032 contacts →

Partial evidence

“What happens when you combine innovative insurance products with outstanding customer service?”

Source: RevenueBase Database · checked Sep 16, 2026
7Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-20031 contacts →

Indirect evidence

“Ryan Specialty Benefits is a dynamic employee benefits service provider that delivers innovative solutions for its retail brokers and distribution trading partners for their…”

Source: RevenueBase Database · checked Sep 16, 2026
8Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-1027 contacts →

Strong evidence

“Evergreen Benefits Group is a full service insurance agency focusing on really great employee benefits.”

Source: RevenueBase Database · checked Sep 16, 2026
9Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 202611-5022 contacts →

Strong evidence

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

Source: RevenueBase Database · checked Sep 16, 2026
10Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-1022 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 16, 2026
11Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-1017 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 16, 2026
12Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-20015 contacts →

Indirect evidence

“We know benefits.”

Source: RevenueBase Database · checked Sep 16, 2026
13Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 20261,001-5,00012 contacts →

Partial evidence

“Employee Benefits consulting and brokerage specialists with extensive experience in program management, health and productivity strategies, compliance and communication services.”

Source: RevenueBase Database · checked Sep 16, 2026
14Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-1011 contacts →

Indirect evidence

“Global Employee Benefits Consulting”

Source: RevenueBase Database · checked Sep 16, 2026
15Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 202611-5010 contacts →

Indirect evidence

“360 Benefits is a strategic partner of middle market companies helping to design employee benefit programs that control costs, guarantee compliance, and help recruit, retain, and…”

Source: RevenueBase Database · checked Sep 16, 2026
16Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 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 16, 2026
17Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-106 contacts →

Strong evidence

“We specialize in helping finding individuals, families, and small businesses find the right health insurance plan.”

Source: RevenueBase Database · checked Sep 16, 2026
18Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-105 contacts →

Indirect evidence

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

Source: RevenueBase Database · checked Sep 16, 2026
19Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-105 contacts →

Partial 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 16, 2026
20Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-104 contacts →

Indirect evidence

“ASI is an employee benefits brokerage that works with small to mid-size companies to improve or create employee benefit packages.”

Source: RevenueBase Database · checked Sep 16, 2026
21Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 202651-2004 contacts →

Strong evidence

“MAS Health Life helps individuals and families navigate Medicare, health, and life insurance with clarity and confidence.”

Source: RevenueBase Database · checked Sep 16, 2026
22Partial evidenceChicago, IL, United StatesHQ checked Sep 16, 202611-504 contacts →

Partial 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 16, 2026
23Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-104 contacts →

Strong evidence

“Premier Financial Insurance has grown to become one of the most popular and trusted providers of health insurance in Chicago, and throughout Illinois.”

Source: RevenueBase Database · checked Sep 16, 2026
24Strong evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-103 contacts →

Strong evidence

“The Health Insurance Shoppe is Chicago's first retail storefront where you can shop comprehensive health insurance coverage between 6 private health insurance carriers.”

Source: RevenueBase Database · checked Sep 16, 2026
25Indirect evidenceChicago, IL, United StatesHQ checked Sep 16, 20261-103 contacts →

Indirect evidence

“Innovative Benefit Solutions is a creative and forward-thinking benefits brokerage and consulting firm.”

Source: RevenueBase Database · checked Sep 16, 2026

Showing 25 of 52 group health insurance advisors based in Chicago, United States

See the full list, filter by size, metro and specialty, and get verified emails and direct dials for all 8,146 reachable decision-makers.

Free signup · no credit card

View the full list →

Group health insurance advisors based in Chicago, United States at a glance

As of Sep 16, 2026
55.2%Verified-email coverage
283.6Average contacts per company
1-10Median size (employees)
169.2%Largest-city concentration · Houston
Sep 16, 2026Page data refreshed

Companies by employee count

1-10
33
11-50
9
51-200
7
201-500
1
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 52 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 group health insurance advisors, 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 “group health insurance advisors”. 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 group health insurance advisors), 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 group health insurance advisors, 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, 8,146 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 16, 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.

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 group health insurance advisors, 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 group health insurance advisors are there based in Chicago, United States?

RevenueBase identified 52 group health insurance advisors 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 group health insurance advisors?

Houston leads with 88 headquartered companies, followed by New York (78) and Dallas (63).

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 8,146 verified decision-maker contacts tracked across these 52 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 16, 2026.

Ready to reach these companies? Verified emails and direct dials for all 52 group health insurance advisors based in Chicago, United States. Start with a free account, no credit card.

Download this list →

Related lists

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.