"There was nothing else I needed to really do," said Chris, now 52. "Could I have worked longer to buy a cooler car? Maybe. Could I have bought a bigger house? Maybe. But nothing like that was really important to me." This signals how he evaluated his priorities during his career vs. retirement.
Chris knew he didn't want to retire in his home state of Illinois. He loved the city but couldn't stand the long and bitter winters. Most of his friends—unlike him—were married with kids. He wanted to challenge himself with a hard reset.
The first thing he did was tell no one. He didn't want to deal with negative reactions, he said. So, he kept his plan a secret for almost two years. But behind the scenes, Chris worked feverishly to make his plan a reality.
Chris ramped up his real estate investments. He got more involved in the real estate market in 2014 after paying off the mortgage of his first home 17 years early, which eventually motivated him to invest in more property.
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