Divorce Decision-Making: How to Move Past Indecision and Find Clarity episode artwork

EPISODE · Aug 8, 2025 · 29 MIN

Divorce Decision-Making: How to Move Past Indecision and Find Clarity

from UnDoing We with Mardi Winder · host WGSN-DB Going Solo Network

Divorce Decision-Making: How to Move Past Indecision and Find Clarity - Guest Jackie Pilossoph In this week on UnDoing We, Mardi Winder-Adams sits down with Jackie Pilossoph, founder of Divorced Girl Smiling, to explore some of the central misconceptions and opportunities surrounding divorce. Jackie discusses the concept of building a “divorce team,” highlighting that while hiring multiple professionals might seem costly at first, it can actually save both money and stress in the long run.She explains how assembling a group that includes not just an attorney, but also a mediator, financial advisor, real estate agent, and mortgage specialist, allows for well-rounded guidance. Each expert brings a different perspective, ensuring that decisions are made with insight into legal, financial, and practical matters—rather than relying on a single source for everything. The conversation also turns to the surprising benefits that can come from divorce, particularly for women.Jackie shares stories of growth, independence, and newfound confidence that emerge after navigating the initial pain and challenges. She acknowledges the fears many women face, such as returning to work or managing a household alone, and reassures listeners by sharing personal experiences and those of others who discovered strengths they didn’t know they had. Practical tips, like the importance of finding a trustworthy handyman or seeking affordable education to boost career prospects, are sprinkled throughout their discussion.Throughout the episode, both Mardi and Jackie approach divorce as not merely an end, but a possible turning point for positive change. The conversation is honest yet encouraging, offering listeners reassurance and practical wisdom as they consider their own paths forward. Jackie Pilossoph is the founder of Divorced Girl Smiling, the company that connects people facing divorce with trusted, vetted divorce professionals. Divorced Girl Smiling (DGS) is also a podcast, website and mobile app.Pilossoph, who holds a Masters Degree in Broadcast journalism was a TV reporter, as well as a Chicago Tribune columnist. Her weekly column, LOVE ESSENTIALLY was syndicated all over the U.S. Pilossoph was also a Huffington Post divorce blogger.To connect with Jackie: Website: divorcedgirlsmiling.com IG: https://www.instagram.com/divorced_girl_smiling/

Divorce Decision-Making: How to Move Past Indecision and Find Clarity - Guest Jackie Pilossoph In this week on UnDoing We, Mardi Winder-Adams sits down with Jackie Pilossoph, founder of Divorced Girl Smiling, to explore some of the central misconceptions and opportunities surrounding divorce. Jackie discusses the concept of building a “divorce team,” highlighting that while hiring multiple professionals might seem costly at first, it can actually save both money and stress in the long run.She explains how assembling a group that includes not just an attorney, but also a mediator, financial advisor, real estate agent, and mortgage specialist, allows for well-rounded guidance. Each expert brings a different perspective, ensuring that decisions are made with insight into legal, financial, and practical matters—rather than relying on a single source for everything. The conversation also turns to the surprising benefits that can come from divorce, particularly for women.Jackie shares stories of growth, independence, and newfound confidence that emerge after navigating the initial pain and challenges. She acknowledges the fears many women face, such as returning to work or managing a household alone, and reassures listeners by sharing personal experiences and those of others who discovered strengths they didn’t know they had. Practical tips, like the importance of finding a trustworthy handyman or seeking affordable education to boost career prospects, are sprinkled throughout their discussion.Throughout the episode, both Mardi and Jackie approach divorce as not merely an end, but a possible turning point for positive change. The conversation is honest yet encouraging, offering listeners reassurance and practical wisdom as they consider their own paths forward. Jackie Pilossoph is the founder of Divorced Girl Smiling, the company that connects people facing divorce with trusted, vetted divorce professionals. Divorced Girl Smiling (DGS) is also a podcast, website and mobile app.Pilossoph, who holds a Masters Degree in Broadcast journalism was a TV reporter, as well as a Chicago Tribune columnist. Her weekly column, LOVE ESSENTIALLY was syndicated all over the U.S. Pilossoph was also a Huffington Post divorce blogger.To connect with Jackie: Website: divorcedgirlsmiling.com IG: https://www.instagram.com/divorced_girl_smiling/

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This episode is 29 minutes long.

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This episode was published on August 8, 2025.

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Divorce Decision-Making: How to Move Past Indecision and Find Clarity - Guest Jackie Pilossoph In this week on UnDoing We, Mardi Winder-Adams sits down with Jackie Pilossoph, founder of Divorced Girl Smiling, to explore some of the central...

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