The Midlife Edit

What If You Gave Up the Timeline? Letting Go of the Midlife Deadline Mentality

Jen Weinstein Season 1 Episode 20

Episode Summary:

Do you ever feel like you're behind—like you missed some invisible deadline for happiness, success, or having it all figured out? In this solo episode, Jen dives into the pressure so many of us feel in midlife to measure up to a timeline that was never really ours to begin with.

From career changes and health goals to relationships and self-worth, this conversation explores what happens when you give yourself permission to ditch the timeline—and start defining life on your own terms.

If you’ve ever thought, “I should be further along by now,” this episode is your reminder: You’re not late. You’re right on time.

What You’ll Hear:

  • Why so many women feel “behind” in midlife
  • The invisible timeline we’ve been conditioned to chase
  • Jen’s personal story of redefining what “on track” really means
  • How to shift from deadlines to aligned milestones
  • A powerful journal prompt to reset your mindset this week

Journal Prompt:

🖊️ What would you do differently if there were no deadline to meet?

Connect with Jen:

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