"I Should Have" Is Keeping You Stuck: This One's For the Women Living in the Aftermath

Michelle records outside her office unpacking two phrases that are quietly doing damage—one she never says, one she says a million times a day without realizing it. She doesn't say "I can't." She figures it out, she does the thing, she makes it work. But then she gets stuck in the aftermath, replaying everything she should have done differently, should have bought, should have said. Josh finally called it out: every "I should have" is just self-blame in disguise, keeping her mentally stuck in the past instead of planning for the future. The reframe? Replace "I should have gotten hot dogs" with "next time I'll get hot dogs." Simple, but it changes everything. If you're an "I can't" person or an "I should have" person—or somehow both—this one's the mirror you didn't know you needed.

Timestamps:

00:00 Two Phrases, Two Problems

03:14 I Don't Say "I Can't"—Here's Why

06:28 But I Say "I Should Have" Constantly

09:42 What "I Should Have" Actually Does to You

13:17 Josh Called It Out

16:44 The Reframe: "Next Time I'll..."

20:33 What Happens When You're Both

23:18 Take It Out of Your Vocabulary

If you know someone stuck in "I should have" or "I can't," share this—sometimes you just need to hear it from someone else before it actually lands.

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