167. Shove Your Shoulds: Bold Decision-Making After Divorce with Jessica Frew

In this episode of We Chat Divorce, Karen Chellew and Catherine Shanahan sit down once again with the inspiring Jessica Frew—wife, ex-wife, mom, stepmom, podcast host, and now author of Shove Your Shoulds. Jessica shares how her unique journey through divorce, co-parenting, and remarriage has shaped her mission to help women step out of overthinking and into powerful decision-making.

Jessica opens up about:

• Navigating divorce after discovering her husband was gay—and why she chose to stay married for several years after knowing.

• How she and her ex built a co-parenting relationship rooted in respect and friendship, putting their daughter first.

• Why letting go of “shoulds” frees us from shame and judgment, allowing space for clarity and confidence.

• The power of informed, intentional choices—whether staying, leaving, or rebuilding life after divorce.

• Why confidence comes not from having all the answers, but from taking action, one step at a time.

Karen, Catherine, and Jessica also discuss how financial clarity—through tools like the MDS Financial Portrait™—helps women face uncertainty with strength, whether they decide to stay married or divorce.

1. Knowledge is power – facing your reality (financial and personal) allows you to make empowered decisions.

2. Be willing to pivot – life may not go as planned, but that doesn’t mean it can’t still be good.

3. Let go of the shoulds – true confidence comes from action, not perfection.

• Learn more about Jessica and grab her new book Shove Your Shoulds: shoveyourshoulds.com

• Follow Jessica on Instagram: @heyjessicafrew

• Explore the MDS Financial Portrait™: mydivorcesolution.com

We Chat Divorce is brought to you by My Divorce Solution, the #1 resource for financial clarity during divorce.

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