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Grandparenthood sounds like it should be pure joy, but for many families, it’s far more complex.

Becoming a grandparent isn’t just a repeat of parenting—it’s a whole new role, one that can bring unexpected tension, unspoken expectations, and a steep learning curve.

In this episode of The Right Room, Hilary Phelps sits down with DeeDee Moore, founder of More Than Grand, a platform helping grandparents step into this life chapter with intention, connection, and a little less conflict. A military wife, mother of four, and now grandmother, DeeDee knows firsthand how family roles shift—and how to make those transitions smoother for everyone.

We explore:

• Why grandparenting isn’t just parenting 2.0 (and why assuming it is creates tension).
• The #1 relationship to focus on first (hint: it’s not the grandkids).
• How to navigate generational clashes on everything from sugar and sleep to discipline and parenting philosophies.
• Why “spoil them and send them home” is harmful (and what actually builds deeper bonds).
• The conversations every parent and grandparent should have early to avoid resentment and confusion later.
• How DeeDee’s New Grandparent Essentials guide is helping families prevent conflicts and foster closer, more connected relationships.

This conversation isn’t just for new grandparents—it’s for anyone navigating a major role shift, whether it’s motherhood, a career pivot, or any chapter where your identity changes.

Key Takeaways

1. Being a grandparent is a new role, not a rerun of parenting. It requires learning, communication, and a willingness to adapt.
2. Your relationship with your adult children is the foundation—you can’t build a bond with your grandkids without a healthy, respectful dynamic with their parents.
3. Boundaries aren’t barriers; they’re bridges. Establishing expectations early prevents conflicts and strengthens relationships.
4. Generational clashes (food, discipline, parenting styles) are inevitable, but open conversations and curiosity can turn tension into connection.
5. Preparation makes the transition smoother. Just as we’d prepare for a job or marriage, preparing for grandparenthood sets everyone up for success.

Explore DeeDee’s New Grandparent Essentials guide and more resources at morethangrand.com, and follow her @morethangrand for ongoing tips on building stronger family relationships.

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What if the breakthrough you’ve been searching for is closer than you think? Our 1:1 holistic coaching is more than guidance—it’s a transformative journey designed for women ready to reclaim their voice and redefine their purpose, navigate transitions, overcome obstacles, and align your life with your deepest intentions. This is where clarity meets confidence. Your next step starts here. Visit HilaryPhelps.com to begin.