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.

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

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

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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