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Competing with 500 of his peers across the country, this success did not come without sacrifice. Divorced after 15-years of marriage and his health failing, Jeff later retired at the age of 47 to write books and build a consulting agency which is now known as ContractCoach.com (see below). ContractCoach offers successful insurance agents the opportunity to become certified to coach members within the network. ContractCoach Jeff is known to have created largely responsible for the creation of several business systems franchise prototypes including the franchise start-up, successful launch of SUNUP Insurance Services where Jeff served as President of Franchising for two years.

In late 2018, Jeff accepted an offer to become the Vice President of Agencies with TWFG Insurance, Inc. based in The Woodlands, Texas. TWFG is the largest privately held property & casualty insurance agency in Texas and 8th largest in the United States with 270 locations and over 3,100 agents nationwide. Using his ContractCoach business systems, Jeff and his team created an automated application system where interested insurance agents can create an account, conduct research and even complete all of the steps to become a TWFG authorized agent. Almost doubling the corporate record of newly contracted agents, a significant amount of attention was focused on Jeff and the system he created to automate an old and outdated TWFG process. Once the launch was completed, Jeff was forced out of his position in May 2019 after a reported power struggle with TWFG's founder, [[Gordy Bunch]].