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The Best Life Podcast

The Best Life Podcast

Ep. 639: Grieving The Life You Thought You'd Have

The Best Life Podcast · Aug 12, 2026 · 35:00

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Life looks really different than how we once imagined it would, and we know we’re not alone in this. Maybe you never got to have the things you wanted, or maybe you got everything you thought you wanted, but things still feel empty. Whatever the situation or the circumstance, there’s a real grief surrounding it all. But there’s nothing wrong with that sadness, and when we learn to make peace with it, we can make the best of whatever comes next. That’s how we turn this shit-show into the Best Life. We’ve done it before, and we can do it again.


Grieving the life you thought you’d have [4:07]

Pain and dissatisfaction doesn’t discriminate [9:00]

Is the traditional script changing? [10:56]

Wanting to be better than the generations before us [13:51]

Making peace with the grief [17:54]

Where your values lie [24:05]

No one gets through life without grief [26:29]

Be open to whatever comes next [28:39]

Making the best of everything that happens to you [33:14]


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Episodes: The Best Life Podcast

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