Relationship Realness

We're getting a little witchy for Halloween, and apparently my mom has a whole new side to her that we need to talk about. 👻🔮 For our final bonus episode before our season break, we're diving into my mom's evolving spiritual journey, and let's just say she has some STORIES. Over the past few years, as she's expanded her spiritual beliefs and deepened her meditation practice,...

What happens when everyone starts worrying about a young man’s future while barely acknowledging what has happened to hers? In this episode of I’ll Tell You When You’re Older , Christina and Jamie unpack the allegations involving seven members of Cornell University’s Chi Phi fraternity—and use the case to have a much larger mother-daughter conversation about consent, campus safety, fraternity cult...

This week on I’ll Tell You When You’re Older , we’re getting into teenage secrets, party stories, bad decisions, dating mistakes, parenting differences, and all the things we definitely did not tell our parents growing up. My mom and I ask each other some very revealing questions about our teenage years, including what we got away with, whether we ever snooped through each other’s stuff, our wilde...

Why are so many Millennials and Gen Z adults questioning whether they want children? In this episode of I’ll Tell You When You’re Older , Christina and her mom, Jamie, have an honest conversation about deciding whether to have kids—and why motherhood feels like a very different decision today than it did for previous generations. They talk about the rising cost of living, housing prices, childcare...

What if balance isn’t about doing everything perfectly in moderation… but learning how to live somewhere in the middle without feeling like you failed? This week on I’ll Tell You When You’re Older , we’re talking about all-or-nothing thinking, perfectionism, wellness culture, healthy habits, and why we’re so quick to decide we’re either “doing good” or completely falling off. From exercise and foo...

Are kids actually growing up faster… or are they just being exposed to adulthood WAY earlier than we ever were? This week, we’re talking about the viral videos of middle school girls doing full GRWMs before school, $20K college dorm makeovers, Sephora culture, kids becoming influencers, and the pressure social media has created to make every stage of life look polished, expensive, and worthy of be...

What does it actually mean to be a woman? It's a question that seems simple—until you really try to answer it. Inspired by a viral conversation on Drew Afualo's podcast that sparked millions of views and heated debate across the internet, this episode explores one of the biggest cultural conversations happening today: What is womanhood, and who gets to define it? Instead of trying to land on one "...

Have you ever stopped to ask yourself... who are you changing your body for? In this episode of I'll Tell You When You're Older , we're having an honest conversation about body image, self-worth, beauty standards, Ozempic, weight loss, fitness, and the pressure women face to constantly change themselves. My mom shares what it was like growing up as the only Black family in a wealthy Be...

This week’s episode is a little different—and a lot more personal. After losing my grandpa last week, my mom and I sat down to collect our thoughts, share a few of our favorite and most iconic stories about Poppy, and revisit some of the things we’ve said about grief before. We wondered whether that advice still feels true when the loss is brand new, the emotions are raw, and you’re still trying t...

A quick note before we begin: this episode was recorded a few weeks before my grandpa passed away. Given the subject of this conversation, it feels important to acknowledge him here. We’re sharing this episode in his memory, with so much love. Rest in peace, Grandpa. Grief is not always just about losing a person. Sometimes we grieve the life we had before loss. Sometimes we grieve the person we u...

What do adult children actually owe their parents? And what do parents owe their adult children? This week's conversation dives into one of the most emotionally charged relationship topics out there. Is love enough, or do family relationships still require respect, boundaries, accountability, and effort? Where do expectations come from? And how do you navigate the complicated space between hon...

Not every relationship is meant to last forever—but that doesn't mean it didn't change you forever. In this episode, we're talking about the relationships we were convinced would last, the heartbreaks that shaped us, and how dating has changed from one generation to the next. From first loves to the people we thought we'd marry, we're sharing our own stories, challenging each other's perspectives,...

Welcome to I'll Tell You When You're Older ! We're Christina (aka @therelationshipboss ) and Jamie ( @jamiecipriani )—a daughter who coaches people through dating, relationships, and marriage, and a mom who's spent years helping people slow down through meditation and mindfulness. Different generations. Different perspectives. Plenty of opinions. In this first episode, we're introducing ourselves,...