Jack Pontolillo
CEO

Jack is responsible for many of the Executive and Operational functions of InterWeb Insurance, including Finance, Compliance and Technology.  His ability to manage multiple priorities and provide insight and analysis is extremely valuable as we quickly move into a very competitive and technical world.  Jack was a Manager and Planning Analyst at McDonnell Douglas Aircraft Company for nine years in the development phases of the C17 and other military contracts.  He capitalized on that experience when he formed Business Specialists, Inc., a business consulting and benefit solutions platform for “one-stop-shop” service to small business before joining Sheri Pontolillo as founder of InterWeb Insurance in 2008.  Jack is an outdoorsman and passionate about deep sea fishing.  Don’t let the tough-guy exterior fool you – it melts around Kai, his Rhodesian Ridgeback.