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Welcome to Hylant Chicago, IL

Business Insurance & Employee Benefits Chicago, IL

Location Details

Office Address

444 N Michigan Ave, Suite 2900

Chicago, IL 60611

Hours

Monday-Friday, 8:00 a.m.-4:30 p.m.

Parking

Parking is available behind our building on N. Rush St. or next door at Nordstrom Rack on E. Illinois St. Enter on Upper Michigan Ave., check in at the security desk, and go to the 29th floor. Parking validation is available for both lots.

How We Help

As one of the largest independently owned insurance brokerages in the United States, Hylant brings nearly a century of experience (dating back to our founding in 1935) to every client relationship. Since establishing our presence in the Chicago metropolitan area in 2008, we have delivered a consultative, relationship-driven approach that goes beyond transactional service. We partner closely with organizations of all sizes to understand their unique risks, align insurance and employee benefits strategies with their broader business objectives, and deliver tailored, forward-thinking solutions.

Our team supports global companies as they navigate the complexities of coordinating coverage and benefits programs in both the U.S. and across international markets. We also help protect critical business moments, such as complex transactions and M&A deals, while guiding companies in exploring innovative risk financing strategies, including captive insurance. In addition, we provide specialized support to Chinese-owned and Japanese-owned organizations operating in the U.S., helping them confidently manage their insurance and employee benefits needs in a new regulatory and cultural landscape.

Because we are privately owned, we maintain the independence to focus solely on our clients’ needs and make decisions in their best interests, not Wall Street’s. Learn more about Hylant.

Who We Serve

We have clients and risk experts in virtually all business sectors, including:

Many of our clients are growing, complex businesses that value our strategic, advisory approach to insurance and risk, not just transactional coverage placement.

Our Community

Giving back has been central to Hylant’s culture since our founding. Through the Hylant Family Foundation and the dedication of our local teams, we support the communities where we live and work in meaningful ways, from offering employees paid time to volunteer and fundraise for organizations to collaborating with our business and carrier partners to extend our collective impact across the region.

Our People

Our client executives become your partner, guiding you to the right risk management and benefits solutions in the Chicago metropolitan area and beyond.

Phil Bertrand
Phil Bertrand

Practice Leader, Int'l Reverse Flow, VP

Chicago

Kayla Carlson
Kayla Carlson

Risk Advisor

Chicago

Matt Clark
Matt Clark

Account Executive

Chicago

Michael Cosgrove
Michael Cosgrove

Associate Client Executive

Chicago

Sherry Gonzalez
Sherry Gonzalez

President, International

Chicago

Steve Groos
Steve Groos

Risk Control Advisor-Property & Marine

Chicago

Noah Hillesheim
Noah Hillesheim

Risk Advisor

Chicago

Suzi Horn
Suzi Horn

Risk Advisor

Chicago

Jack Hylant
Jack Hylant

Market President

Chicago

Kip Irle
Kip Irle

President, Hylant Consulting

Chicago

Andrew Kurt
Andrew Kurt

ER Private & Non Profit Team Leader

Chicago

Andrew Licata
Andrew Licata

Client Executive

Chicago

Chris Pelkey
Chris Pelkey

Casualty Claims Consultant

Chicago

Alex Shparber
Alex Shparber

Strategic Risk Advisor

Chicago

What Our Clients Are Saying

If we aren’t covered the way we need to be, I could lose my business; 300 people would lose their jobs. I feel that Hylant is always looking out for me.

John Hartsog

Financial Controller, Williams Plumbing & Heating

Insurance & Risk Management FAQs | Chicago, IL

Hylant’s M&A risk experts help private equity firms, middle-market companies, and other buyers and sellers in Chicago and beyond identify, evaluate, and transfer transaction-related risk throughout the M&A lifecycle. We support deals of all sizes, from lower middle-market transactions to larger, more complex acquisitions, by reviewing existing insurance programs, uncovering potential legacy or contingent liabilities, and structuring solutions such as representations and warranties insurance, runoff coverage, and post-close risk programs. This approach helps protect buyers, limit seller exposure, and support smoother deal execution.

Hylant’s benefits experts partner with employers to evaluate whether self-funding is the right fit, develop tailored funding strategies, manage risk through stop-loss coverage, and improve plan performance with ongoing claims analysis and population health insights.

International risk management and employee benefits consulting requires a coordinated, compliant approach. Hylant helps organizations align insurance, risk management, and employee benefits strategies across countries, delivering cost-effective, compliant programs that address evolving global exposures. Backed by deep expertise and a network spanning more than 100 countries, we provide centralized oversight with local insight to protect your people and your business worldwide.

Hylant is among the largest privately held insurance brokers in the United States, renowned for both expertise and high-touch service. Since 1935, Hylant has helped clients identify and address risk-related challenges before they become unmanageable by delivering solutions unique to their circumstances.

It might, but coverage is likely limited and may depend on the type of loss. You may need to consider a scheduled personal property endorsement or a standalone fine art insurance policy for the best protection. Hylant's private client practice can help you take the worry out of protecting your most valuable resources.

Good risk management for a franchise or hospitality system is about consistency, prevention, and readiness. It means putting practical controls in place across locations to reduce the chance of losses before they happen, rather than reacting after the fact. When issues do arise, having a clear claims process and experienced claim support helps resolve them efficiently and fairly. It also involves making sure the right insurance programs are in place—such as liability, property, cyber, auto, workers’ compensation, executive risk, and employee benefits—so that both the brand and individual franchisees are protected as the system grows.

Talk to A Chicago Advisor

Our advisors will help you find the best risk management, employee benefits, or personal insurance options for your particular needs.

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