Meet Our Team
John O’Connell
Employee Benefits Advisor
John O’Connell, CEBS, CLU, CPBS is an employee benefits advisor who specializes in the hospital and health care sector. With over 40 years of experience, John brings a strategic perspective and unique expertise to the Healthcare Liability Team. John is also a founding partner of Alera Group.
Dean Schink, CIC, LIC
Senior Vice President
Specialization: Ambulatory Surgery Centers, Physician Groups, Other Professionals
Dean has dedicated his career in the area of professional liability and business insurance for physicians, dentists and attorneys since 1989. Dean manages the team in our MI office and regularly consults on medical professional liability insurance for several local healthcare systems and physician organizations.
Sapan Shah, MD, JD
Partner
Specialization: Physician Groups, Private Equity Firms, Collaborative Organizations
Sapan is a physician, attorney and insurance expert. Sapan’s medical and legal backgrounds give him unique insight into the legal issues facing healthcare practices. Based in Chicago, he provides expert, trustworthy representation and advocacy for hundreds of clients around the country. For private equity clients focused on healthcare firms, Sapan implements innovative programs that dramatically increase accretive value and coverage without sacrificing the service that the portfolio companies need.
Timothy Sheridan, JD
Locum Tenens/Staffing, Physician Groups
Tim Sheridan has been providing insurance and risk management solutions to the healthcare industry for 20 years. With national expertise, Tim leads HCL’s Texas office and specializes in locum tenens/staffing organizations and physician groups.
EXPERT EDUCATION
Events and Webinars
Employee Benefits
GLP-1s at Scale: Why Weight-Loss Drug Decisions Are Now a Financial Strategy
A GLP-1 decision framework plus scenarios.
July 21, 2026 at 01:00 pm CT | Virtual
Register Here
Employee Benefits
Open Enrollment That Works: Why Employees Do Not Engage — and How Modern Communications Drive Better Choices
Practical communication strategies to strengthen open enrollment effectiveness and employee decision-making.
August 18, 2026 at 01:00 pm CT | Virtual
Register Here
Employee Benefits
The Compliance Pathway Q3
Don't miss this ongoing opportunity to ensure you comply with current regulations and are prepared for what's ahead.
September 2, 2026 at 01:00 pm CT | Virtual
Register Here
THOUGHT LEADERSHIP
Insights
Property and Casualty
Why is umbrella liability getting so expensive?
While most commercial insurance pricing has softened in 2026, umbrella liability has not. In fact, it’s moving in the opposite direction.
May 4, 2026
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AI Isn’t Liable for the Mistake. You Are.
Artificial intelligence is powerful. It’s also wrong more often than people want to admit.
If you use AI to support or deliver professional services, any mistake it makes is still your responsibility. Not the software’s. Not the vendor’s. Yours.
April 1, 2026
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Identity hijacking is surging. Here’s what leaders need to know.
Cyber incidents across our client base have been sharper, faster and more costly this year. Even organizations with strong controls are being hit in ways that look very different from past attacks.
March 13, 2026
Find out moreProperty and Casualty
AI-Powered Cyber Attacks, Why Yesterday’s Defenses Aren’t Enough.
The widespread availability of AI technology, combined with the ease of manipulating video calls, makes phone and Zoom calls susceptible to exploitation by threat actors.
February 2, 2026
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