Company lists · Data refreshed September 2026

Top 25 Compliance and benefits consulting firms based in Chicago, United States

RevenueBase identified 65 compliance and benefits consulting firms headquartered in Chicago, United States as of September 2026 and tracks 804 professional contacts across them, including 379 with verified work emails. Across the United States, New York is the largest hub for this category (116 companies); Chicago has 65.

This list covers compliance and benefits consulting firms 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 27, 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 27, 2026 86% judged on-target in blind review
65Companies
804Contacts tracked
379Verified emails
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The 25 largest compliance and benefits consulting firms based in Chicago, United States

Ranked by team size
Top 25 of 65 compliance and benefits consulting firms based in Chicago, United States, ranked by team size, largest first. Data refreshed Sep 27, 2026. RevenueBase Smart Search rates how each company's information relates to compliance and benefits consulting firms: 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 27, 2026201-500136 contacts →

Indirect evidence

“HCPro, LLC.”

Source: RevenueBase Database · checked Sep 27, 2026
2Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 2026201-50069 contacts →

Indirect evidence

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

Source: RevenueBase Database · checked Sep 27, 2026
3Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5052 contacts →

Indirect evidence

“Carnow, Conibear & Assoc, Ltd.(Carnow Conibear), a minority-owned, woman-owned and veteran-owned business, was established in 1975.”

Source: RevenueBase Database · checked Sep 27, 2026
4Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-20049 contacts →

Partial evidence

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

Source: RevenueBase Database · checked Sep 27, 2026
5Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-20032 contacts →

Indirect evidence

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

Source: RevenueBase Database · checked Sep 27, 2026
6Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-20031 contacts →

Partial 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 27, 2026
7Strong evidenceChicago, IL, United StatesHQ checked Sep 27, 2026n/a28 contacts →

Strong evidence

“Aon provides benefit consulting services to more than 700 clients.”

Source: RevenueBase Database · checked Sep 27, 2026
8Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 20261-1027 contacts →

Partial evidence

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

Source: RevenueBase Database · checked Sep 27, 2026
9Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 20261,001-5,00025 contacts →

Partial evidence

“United Benefit Advisors® (UBA) is the nation's leading independent employee benefits advisory organization with more than 200 offices throughout the United States and Canada.”

Source: RevenueBase Database · checked Sep 27, 2026
10Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5022 contacts →

Partial evidence

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

Source: RevenueBase Database · checked Sep 27, 2026
11Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5021 contacts →

Partial evidence

“Simple, strategic solutions for Human Resources, Payroll, Employee Benefits, and Business Insurance.”

Source: RevenueBase Database · checked Sep 27, 2026
12Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-20019 contacts →

Indirect evidence

“Since 1988, Polaris Group has helped skilled nursing facilities and post-acute providers navigate an increasingly complex reimbursement and regulatory environment.”

Source: RevenueBase Database · checked Sep 27, 2026
13Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 2026201-50018 contacts →

Partial evidence

“SecureTrust™, a Sysnet company, leads the industry in innovation and processes for achieving and maintaining compliance and security.”

Source: RevenueBase Database · checked Sep 27, 2026
14Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5017 contacts →

Indirect evidence

“Trusted Insight that Brings Clarity to Complexity.”

Source: RevenueBase Database · checked Sep 27, 2026
15Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 20261-1017 contacts →

Indirect evidence

Source: RevenueBase Database · checked Sep 27, 2026
16Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5017 contacts →

Partial evidence

“Sanguine Strategic Advisors (SSA) applies 25 years of business development, financial, operational, compliance, legal and leadership experience to bring an Optimistic, Insightful…”

Source: RevenueBase Database · checked Sep 27, 2026
17Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-20015 contacts →

Partial evidence

“We know benefits.”

Source: RevenueBase Database · checked Sep 27, 2026
18Strong evidenceChicago, IL, United StatesHQ checked Sep 27, 20261,001-5,00012 contacts →

Strong 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 27, 2026
19Strong evidenceChicago, IL, United StatesHQ checked Sep 27, 20261-1011 contacts →

Strong evidence

“Global Employee Benefits Consulting”

Source: RevenueBase Database · checked Sep 27, 2026
20Strong evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5010 contacts →

Strong 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 27, 2026
21Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-5010 contacts →

Indirect evidence

“Grow your practice faster with personalized support, tailored solutions, and expert guidance.”

Source: RevenueBase Database · checked Sep 27, 2026
22Strong evidenceChicago, IL, United StatesHQ checked Sep 27, 202651-2009 contacts →

Strong evidence

“CrossCheck Compliance LLC is a nationwide regulatory compliance and risk management consulting firm focused on providing regulatory compliance, internal audit, fair lending, loan…”

Source: RevenueBase Database · checked Sep 27, 2026
23Indirect evidenceChicago, IL, United StatesHQ checked Sep 27, 202611-507 contacts →

Indirect evidence

“At Stonebridge, we are absolutely PASSIONATE about all things retirement plans.”

Source: RevenueBase Database · checked Sep 27, 2026
24Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 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 27, 2026
25Partial evidenceChicago, IL, United StatesHQ checked Sep 27, 20261-105 contacts →

Partial evidence

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

Source: RevenueBase Database · checked Sep 27, 2026

Showing 25 of 65 compliance and benefits consulting firms based in Chicago, United States

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Compliance and benefits consulting firms based in Chicago, United States at a glance

As of Sep 27, 2026
47.1%Verified-email coverage
12.4Average contacts per company
1-10Median size (employees)
Sep 27, 2026Page data refreshed

Companies by employee count

1-10
33
11-50
18
51-200
8
201-500
3
1,001-5,000
2
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 65 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 compliance and benefits consulting firms, 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 “compliance and benefits consulting firms”. 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 compliance and benefits consulting firms), 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 compliance and benefits consulting firms, 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, 379 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 27, 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 compliance and benefits consulting firms, 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 compliance and benefits consulting firms are there based in Chicago, United States?

RevenueBase identified 65 compliance and benefits consulting firms 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?

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

Which city in the United States has the most compliance and benefits consulting firms?

New York leads the United States with 116 headquartered companies, followed by Houston (91) and Atlanta (78). Chicago has 65.

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 379 verified decision-maker contacts tracked across these 65 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 27, 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.