February 6, 2026
LILY Letter 213: Why Your Love Life Isn't Just About Romance

This week, we dive into Love Life, the hit romantic comedy series starring Anna Kendrick as Darby. Darby’s journey teaches us about the intricacies of navigating love as we see the messy, sometimes painful reality of human connection: heartbreak, rejection, and the struggle to feel lovable. From her first crush in high school to adult relationships, […]

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January 23, 2026
LILY Letter 212: Hollywood Love Myths Debunked

When it comes to love and relationships, Hollywood has sold us a pretty story: love is all about instant spark, breathtaking gestures, and feelings so strong they cannot be helped. Elvis Presley’s famous song sums up every romantic comedy out there: “Can’t Help Falling in Love.” The problem with that sentiment? If you can’t help […]

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December 19, 2025
LILY Letter 211: The Stories Keeping You From Love

If you’ve been through the heartbreak of divorce or other relationship loss, you already know how easy it is to slip into the habit of telling the same story over and over—who hurt you, who failed you, who didn’t see your worth. It feels safe to rehearse those details because it proves you were right. […]

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December 4, 2025
LILY Letter 210: Midlife Crises Survival Guide

If you’re feeling like life hasn’t turned out the way you planned, you’re not alone. Many of us reach midlife and look around in disbelief—the marriage we thought would last forever didn’t, or the family we always hoped to build never materialized. The career we pursued might have crumbled in the wake of economic upheaval […]

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November 20, 2025
LILY Letter 209: Each Life That Touches Ours For Good

Have you ever wondered why someone you cared about left your life—and what lesson that relationship was meant to teach you? As Thanksgiving approaches, we’ve been reflecting on the people who have blessed our lives, even if only for a season. Cathy still remembers the first time she saw Wicked on Broadway in 2007, shortly […]

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November 6, 2025
LILY Letter 208: Reframing Rejection

One of the most heartbreaking questions many people face after a relationship ends is “Why wasn’t I enough?” It’s natural to wonder if you somehow fell short or if your love wasn’t sufficient. But the truth is, another person’s choice to reject you does not diminish your inherent worth. Your value as a person is constant, no […]

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October 9, 2025
LILY Letter 207: How Health & Relationships Intertwine

We often underestimate how deeply our relationships impact our physical well-being — and the reverse is also true — poor health habits negatively impact our relationships. The hit reality series 1000-lb Sisters offers a sobering lens into this connection. The show follows Tammy and Amy Slaton as they navigate extreme obesity, medical crises, and complicated […]

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September 11, 2025
LILY Letter 206: When Love Doesn’t Fit the Mold

What happens when a relationship defies cultural expectations, religious norms, and family hopes—all at once? In the series "Nobody Wants This" staring Kristen Bell & Adam Brody, we meet a couple that does just that: a sex talk show host and a Rabbi. It’s a pairing that raises eyebrows, not because of any lack of […]

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August 21, 2025
LILY Letter 205: Thoughts About Inheritance & Marrying for Money

When love and money mix, things can get complicated—especially after the death of a spouse or following a divorce. When a parent remarries, emotions often run high—especially when money is involved. But it’s time to rethink an uncomfortable truth: adult children are not automatically entitled to an inheritance. While it’s natural to want to pass […]

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