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Doug reconnects with Steve, a previous guest, for an update on the past few years of his financial journey, including a net worth increase from $1.7 million to $2.5 million. Despite his financial success, Steve grapples with balancing work, family, and personal identity, contemplating a future shift towards more meaningful, public service-oriented work. He also discusses the intricacies of managing separate finances with his wife, mental challenges of a high-paying yet unfulfilling job, and the benefits of reassessing life goals & priorities in midlife.

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0:00 Introduction

3:05 Updates on Steve’s financial situation

8:48 Navigating finances for couples

16:44 Continuing to work

21:38 Coping with identity and a midlife crisis

26:00 Laziness vs. productivity

34:29 Retirement goal & future plans

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306 episodes