Yes, Jeffrey is definitely living the high life now- thanks to his new (and wealthy) wife Lisa. It didn’t take him long to get to where he needed to get to. He came a long way from knocking on her door looking for a job, and then talking her into getting rid of all her former longtime employees, then selling her successful business, then placing her beloved house up for sale, and then somehow talking her into buying a house in Bahamas for them and moving there. All in a matter of just 2 years or so!