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September 12, 2025 44 mins

In This Episode: midlife women, decision-making coach, overcoming guilt, perfectionism, people-pleasing, bold choices, Jessica Frew

What would your life look like if you stopped living by everyone else’s rules?

In this guest episode of The School of Midlife, Laurie sits down with Jessica Frew—author, speaker, and Bold Decision Coach—on the launch day of her brand-new book, Shove Your Shoulds.

Jessica shares her incredible personal journey, from navigating a mixed-orientation marriage and divorce to co-parenting with her ex and building a beautifully unconventional life. Along the way, she unlearned a lot of what she thought she “should” be doing—and replaced it with bold, imperfect decisions rooted in trust, alignment, and self-worth.

If you’ve ever struggled with people-pleasing, guilt, second-guessing, or the fear that you’re disappointing others by living your truth—this episode is the permission slip you didn’t know you needed.

💡 In This Episode:

  • Why “shoulds” are a sign you’re outsourcing your authority
  • How to make bold decisions without guilt or perfection
  • Jessica’s story of navigating a mixed-orientation marriage—and what came after
  • What happens when you prioritize peace over people-pleasing
  • The real meaning of freedom in midlife (and how to create it)
  • A sneak peek into her brand-new book, Shove Your Shoulds

📚 About Jessica Frew:

Jessica is the author of Shove Your Shoulds, a speaker, and a Bold Decision Coach. She helps ambitious women unlearn the conditioning they were raised with so they can make bold, imperfect decisions without guilt, fear, or second-guessing.

Whether on stage, in coaching, or through her book, Jessica’s mission is to help women stop living by everyone else’s rules and start living boldly, unapologetically, and in full alignment with who they were created to be.

📖 Grab the Book:

🎉 Shove Your Shoulds is available now! Click here to get your FREE copy!

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