I thought early retirement would be relaxing. My anxiety disagreed.

Retire(ish) December 9, 2025
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Retire(ish)

@retireish

About

I'm just over here trying to take the “crisis” out of my own midlife. I’m not an expert on aging, retirement, or why my left hip suddenly hurts, but I do find myself thinking about things I used to ignore, like when to stop working, where I actually want to live, and what I’d even do with myself if I did retire. This channel is part diary, part experiment. I’m sharing what I’m learning, questioning, and trying out in real time. If you're also figuring out how to make this next chapter meaningful (and maybe a little softer), you’re in good company. XO Caren (Proud GenX'er)

Video Description

I spent nine years saving for early retirement with laser-focus… and then I finally hit my “enough number.” What I didn’t expect was how hard it would be to spend that money. In today’s video I’m sharing the surprising money anxiety that showed up the moment I stopped contributing to my accounts, the identity shift I never saw coming, and the real story behind learning how to go from saver to spender without feeling like the ground is falling out from under me. • The Tim Ferriss + Mr. Money Mustache moment that changed everything: https://www.youtube.com/watch?v=-FlLj64dI1Q&t=3s • Why striving felt safe… and retiring didn’t • The nervous system shock of de-accumulating • The $1,100 dog-flight decision that humbled me • Why I worry about other people’s money too • What I wish someone had told me before I retired early If you’re approaching retirement, in retirement, or just anxious about money in general… you’re not alone. This transition is real, and no one talks about it. 00:00 Saving Journey 01:34 Debt Lessons 03:25 Money Anxiety 05:01 Identity Shift 07:17 Spending Struggles 11:29 Key Takeaways

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