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DEEP DIVE: An AI-Powered Podcast from Agency Checklists


Welcome to Deep Dive, a free AI-Powered podcast from Agency Checklists analysing a myriad of legal cases and issues involving insurance coverage law in Massachusetts.

Peruse the current list of episodes available by clicking on the podcast links under each title below. Alternatively, access to Agency Checklists’ accompanying article to the case can be accessed by clicking the title of the podcast episode.


NEW: Feds Sue Insurers and Brokers for Illegal Kickback Scheme

A case involving a 217-page complaint filed in the United States District Court for Massachusetts alleging three national insurers and three major insurance brokers orchestrated a “hundreds of millions of dollars” kickback scheme targeting Medicare Advantage beneficiaries, particularly those with disabilities.


Follow-Form Fail: How an Ambiguous Clause Cost One Insurer

This latest episode discusses a well-reasoned decision providing some clarity on the interpretation of excess insurance policies by the Massachusetts Appeals Court.


Superior Court Orders $165 Million In Restitution And Penalties For Insurance Sale Violations

This latest episode discusses a Superior Court Case ordering three UnitedHealth Group subsidiaries to pay over $165 million in restitution and civil penalties for violating a consent judgment and Chapter 93A.


Massachusetts CGL Coverage Split: First Circuit’s New Ruling Changes Risk Landscape

This latest episode discusses a Supreme Judicial Court Case, Admiral Insurance Co. v. Tocci Building Corp., examining whether a CGL policy must defend claims against a general contractor for property damage resulting from defective subcontractor work.


AmGuard's Unique Endorsement Leads To Both Coverage and 93A Liability

AmGuard’s Unique Endorsement Leads To Both Coverage and 93A Liability

This latest episode discusses a court decision delivering a message about policy interpretation and claims handling to Massachusetts property insurers.


176D Claim Violation: Zurich Hit With A $2.8m Penalty

This latest episode discusses a case stemming from a 2014 motorcycle accident in Billerica.


Mass. Property Insurance Law: SJC Rules on ‘Surface Water’

This latest episode discusses a $400 Million Claim Over Meaning of “Surface Water”


Court Cuts Commerce’s $910k Fee Request to $123k in Big Wheel Case

This latest episode discusses a case offering a primer on the legal complexities of fee awards allowed to successful litigants under Massachusetts General Laws (“M.G.L.”), Chapter 93A, for partial victories involving unfair and deceptive business practices.


No Duty to Defend? New Case Sheds Light on Indemnity-Only Coverage

This latest episode discusses a case highlighting the different rules between a duty to defend vs. an indemnity liability policy


Strict Notice Rule Prevails: First Circuit’s Message to Massachusetts Insureds

This latest episode discusses a ruling underscoring the importance of timely reporting claims-made policies


Appeals Court Rules Construction Defects Have No CGL Coverage

This latest episode discusses a case involving a dispute over the construction of a single-family home in Marblehead


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