With You on Rewriting Your Life Timeline (and Feeling Behind) episode artwork

EPISODE · Feb 21, 2026 · 43 MIN

With You on Rewriting Your Life Timeline (and Feeling Behind)

from With You Wherever · host Faith and Jess

In this episode, Faith and Jess talk about the pressure of feeling behind in your twenties and the comparison trap that comes with watching everyone else hit milestones. They unpack how to rewrite your life timeline, let go of “shoulds,” and find peace in where you are. If you’ve been struggling with comparison, insecurity, or the feeling that you’re not where you’re supposed to be - this one’s for you.

In this episode, Faith and Jess talk about the pressure of feeling behind in your twenties and the comparison trap that comes with watching everyone else hit milestones. They unpack how to rewrite your life timeline, let go of “shoulds,” and find peace in where you are. If you’ve been struggling with comparison, insecurity, or the feeling that you’re not where you’re supposed to be - this one’s for you.

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With You on Rewriting Your Life Timeline (and Feeling Behind)

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How long is this episode of With You Wherever?

This episode is 43 minutes long.

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This episode was published on February 21, 2026.

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In this episode, Faith and Jess talk about the pressure of feeling behind in your twenties and the comparison trap that comes with watching everyone else hit milestones. They unpack how to rewrite your life timeline, let go of “shoulds,” and find...

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