Experienced Professionals

InSightful Solutions

Bob Bailey
Chief Underwriting Officer

Bob’s sharp wit is surpassed only by the deep professional expertise that he deploys in the identification, assessment and management of all risks associated with our ProSight lines of business. As a founder of ProSight, he was instrumental in building the firm from day one. Prior to that, he spent many years as the Chief Underwriting Officer of Commercial Lines at Fireman’s Fund Insurance Co., and in a series of successive new product development roles before that. So it’s natural that he now leads ProSight teams in the creation of customized business solutions for specific industry needs. Bob began his career as a commercial underwriter after graduating from the University of Oklahoma. He earned an M.B.A. from Chapman University, but we’re not sure where he acquired his legendary storytelling capabilities.

Meet the Leadership Team

Joe BeneducciChairman, President and CEO


Larry HannonChief Operating Officer

MEET Larry

Bob BaileyChief Underwriting Officer


Joe FinneganCustomer Group President


Paul KushChief Claims Officer


Darryl SiryChief Digital Officer

MEET Darryl

Frank BosseChief Human Resources Officer

MEET Frank

Michael FurguesonManaging Director

MEET Michael

Lee KraemerChief Actuary Officer


Anthony PiszelChief Financial Officer

MEET Anthony

Frank PapaliaChief Legal Officer

MEET Frank

Kevin KennyStrategic Initiatives Executive

MEET Kevin

The ProSight Difference

We create unrivaled value for our customers by exceeding expectations in everything we do. We accomplish this based on our unique performance culture and a desire to succeed at uncommon challenges.

Partnering Only with Exclusive Agents

We partner exclusively with a select number of agents who share our vision of delivering value to customers through superior expertise.

Excellent Financial Strength

The underwriting members of the ProSight Specialty Insurance (ProSight) group of companies including Syndicate 1110 at Lloyd’s of London, are rated “A” (Excellent) by A.M. Best.


Get in touch

Contact Options



(973) 532-1900

Mailing address
ProSight Specialty Insurance
412 Mount Kemble Ave.
Suite 300C
Morristown, NJ 07960

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