Jim Mckenney

James McKenney is an accomplished executive with extensive experience in the insurance industry. Currently serving as the Chief Executive Officer at Highwing since April 2022, McKenney leads the development of a purpose-built insurance marketing platform aimed at enhancing digital relationships among brokers, carriers, and insureds. Prior to this role, McKenney was the EVP Business Head & Chief Strategy Officer at Intellect Design Arena Ltd, where efforts focused on modernizing the insurance sector. McKenney's tenure at Liberty Mutual Insurance spanned nearly two decades, culminating in roles such as SVP National Insurance and SVP, Small Commercial State Management, overseeing extensive operational strategies and a large workforce. Early career experience includes a managerial position at Ernst & Young, and McKenney holds a Bachelor’s degree in Accounting from the University of Massachusetts Amherst.