I'll Tell You When You're Older

Christina Cipriani and Jamie Cipriani
  • 5.0 (1)
  • Relationships
  • Updated Biweekly

I'll Tell You When You're Older is a mother-daughter podcast where two generations have the conversations most families never do. We talk honestly about relationships, marriage, dating, family, friendship, grief, growing up, getting older, and everything in between. We don't always agree and that's kind of the point. Every Friday, expect real stories, different perspectives, plenty of laughs, and conversations that might make you call your mom, or see your own life a little differently. Pull up a chair. We'll tell you when you're older.

Episodes

  1. 4d ago

    S1 E12: What About Her Future? The Cornell Case, Consent & Who We Protect

    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 culture, bystander responsibility, and the cost women face when they speak up. We compare what different generations were taught about consent and ask why girls are still given endless instructions for avoiding harm while boys are rarely taught what it means to notice vulnerability, respect a changed mind, or intervene when a friend crosses a boundary. We also discuss the reported Chi Phi Snapchat messages, the silence surrounding them, and why “I would never do that” means very little if you are unwilling to stop someone else. The conversation expands beyond Cornell to institutional accountability at Baylor and Liberty University, the Epstein records, Trump and E. Jean Carroll, and the larger cultural question underneath all of it: What do young people learn when powerful or well-liked men are repeatedly defended? We also explore the stories women inherit but rarely hear, why so many mothers pass down safety rules without sharing what taught them those rules, and whether women today are actually safer—or simply more able to name what happened. Because protecting someone’s future should never require us to ignore what they did to someone else’s. This episode discusses consent, abuse, trauma, intoxication, campus misconduct, and violence against women. Please listen with care. SUPPORT IS AVAILABLE National Sexual Assault Hotline (RAINN)Call: 800-656-HOPE (4673)Text: HOPE to 64673Chat: RAINN.org/hotline National Domestic Violence HotlineCall: 800-799-SAFE (7233)Text: START to 88788Chat: TheHotline.org 988 Suicide & Crisis LifelineCall or text: 988Chat: 988Lifeline.org Childhelp National Child Abuse HotlineCall: 800-422-4453Text: GO to 800-422-4453Chat: ChildHelpHotline.org These resources serve people in the United States. If you or someone else is in immediate danger, call 911.

  2. Sep 25

    S1 E11: Teenage Secrets, Party Phases & Questionable Decisions

    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 wildest party phases, and the craziest things we’ve ever done for love. We also talk about family dynamics, the personality traits I may have inherited from my father, the parenting decisions she sees differently now, and the mistakes from her own life that she hopes I never repeat. If you love mother-daughter podcasts, funny family stories, teenage confessions, millennial nostalgia, parenting conversations, relationship stories, coming-of-age stories, and honest conversations between moms and daughters, this episode is for you. Expect plenty of laughs, a few questionable decisions, some surprising confessions, and a lot of stories that probably should have stayed in the family group chat. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  3. Sep 18

    S1 E10: Do I Actually Want Kids? Why Millennials Are Questioning Parenthood

    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 costs, school shootings, climate anxiety, reproductive healthcare, social media and the pressure to heal generational trauma before becoming a parent. They also explore the emotional side of the decision: the fear of regretting either path, society’s obsession with marriage and motherhood, friendships that begin revolving entirely around children, and whether a woman can build a deeply meaningful life without becoming a mother. Christina also asks her mom a difficult question: If she were making the decision today, with the realities Millennials and Gen Z are facing, would motherhood still have felt like the obvious next chapter? This isn’t an argument for having children or choosing a childfree life. It’s an honest conversation about what happens when parenthood stops being the default—and becomes one of two completely valid lives you have to consciously choose between. If you’re childfree by choice, delaying parenthood, experiencing motherhood anxiety or constantly wondering, “Do I actually want kids?”—this episode will make you feel far less alone. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  4. Sep 4

    S1 E9: The Beautiful Grey Area: Getting Out of the All-or-Nothing Mindset

    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 food to productivity, relationships, money, social media, rest, and self-care, we get into why a balanced life doesn’t always look 50/50—and why consistency might have less to do with following the perfect routine and more to do with continuing to come back to yourself. Can you be disciplined without being restrictive? Can rest be productive? Why do we feel guilty when we’re not doing “enough”? And have we somehow turned finding balance into another thing we’re supposed to be perfect at? Maybe the healthiest version of you isn’t living at either extreme. Maybe it’s somewhere in the beautiful grey area. 🤍 Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  5. Aug 28

    S1 E8: Are Kids Growing Up Too Fast? Or Did We Just Grow Up Differently?

    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 being posted. But somewhere along the way, this turned into a very nostalgic conversation about how lucky we feel to have grown up when we did. We’re talking AIM away messages, MySpace Top 8 drama, growing up in the 90s and early 2000s, and the HUGE difference between having social media you had to log onto versus carrying an algorithm around in your pocket 24/7. We also get into the part of this conversation that feels a lot more serious: kids having completely public social media accounts, strangers being able to watch and save their content, where parental responsibility comes in, and whether a 12 or 13-year-old can really understand what it means to put their life in front of an unlimited audience. Maybe kids today aren’t necessarily missing a “better” childhood. Maybe they’re missing the freedom to have an ordinary one. To be awkward. To wear something embarrassing. To have a s****y first dorm room. To figure out who you are without an audience watching. To make memories that never become content. Because kids have always wanted to grow up. The difference might be that now they’re doing it in front of the entire world. 🎙️ I’ll Tell You When You’re Older — a mother-daughter podcast about everything we probably should’ve talked about years ago. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  6. Aug 14

    S1 E7: Who Gets to Define Womanhood?

    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 "correct" answer, we take a step back and ask bigger questions. What were we taught a "good woman" was supposed to be? What's the difference between womanhood and femininity? How have beauty standards, motherhood, relationships, safety, and society shaped our experience of being women? And can there ever be one universal definition of womanhood when every woman's life looks so different? As a mother and daughter from two different generations, we explore: What being a woman means to each of us. The pressure to be feminine, beautiful, nurturing, or "enough." How beauty standards and gender roles have evolved over time. Whether trauma and sexism shape the experience of womanhood without defining it. What we genuinely love about being women that often gets lost in conversations about the challenges we face. Why two women can have completely different experiences of womanhood—and both be valid. This isn't a debate about who's right or wrong. It's an honest conversation about identity, femininity, modern womanhood, and why defining what it means to be a woman may be far more personal—and complicated—than we realize. Whether you're interested in women's identity, gender roles, femininity, motherhood, beauty standards, or simply love thoughtful conversations that challenge the way we think, this episode is an invitation to explore the gray areas with curiosity instead of certainty. ❤️ If this episode resonates with you, we'd love for you to follow the podcast, leave a review, and share it with someone you'd love to continue this conversation with. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  7. Aug 7

    S1 E6: Why Women Can Never Win: Body Image, Ozempic & Beauty Standards

    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 Beverly Hills neighborhood, being sent to fat camp as a little girl, and how those experiences shaped the way she viewed her body for decades. We talk about how body image is often passed down through generations—not because our parents wanted to hurt us, but because they were navigating impossible beauty standards themselves. We also explore how beauty standards have shifted over time—from Marilyn Monroe to Twiggy, from the heroin chic era to the Kardashian body trend, and now the rise of Ozempic and GLP-1 medications. Why do women's bodies seem to become trends? Who decides what the "ideal" body is? And why does it feel like the goalposts keep moving? Most importantly, this isn't an anti-weight loss or anti-Ozempic conversation. We believe there's nothing wrong with wanting to lose weight, build muscle, improve your health, or feel more confident in your body. The real question is why. Are your choices coming from self-respect... or from years of believing you have to earn your worth? Whether you're working on your fitness, healing your relationship with food, struggling with body image, or simply trying to feel more at home in your own skin, we hope this conversation reminds you that your body is allowed to change—but your worth never should. Join us as we unpack generational body image, social media, comparison, confidence, women's health, and how we can stop passing body shame to the next generation. ❤️ If this episode resonates with you, we'd love for you to follow the podcast, leave a review, and share it with someone who needs to hear this conversation. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  8. Jul 31

    S1 E5: Does Our Grief Advice Still Work When the Loss Is Fresh?

    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 to understand how someone can be here one day and gone the next. We talk about his strength, his humor, the life he built, the discrimination he experienced growing up in the Jim Crow South, and the ways he genuinely tried to help people—including owning an abortion clinic. I also share a personal part of my own story and why access to that choice once mattered so deeply in my life. This was a hard episode to get through, but it felt important to record. It’s not a perfectly packaged conversation about grief. It’s two people trying to make sense of a fresh loss, honor someone they loved, and find moments of laughter inside the heartbreak. Content warning: This episode includes conversations about death, grief, racism and discrimination, abusive relationships, and abortion. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  9. Jul 24

    S1 E4: How Grief Changes You: The Parts of Loss No One Talks About

    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 used to be. And sometimes we grieve the life we thought we would have had by now. In this episode of I’ll Tell You When You’re Older, Christina and Jamie have an honest mother-daughter conversation about the many ways grief has changed them. They talk about losing loved ones, how grief reshapes your identity and priorities, and why life after loss can feel completely different—even years later. As always, the conversation moves through moments of reflection, humor and stream-of-consciousness honesty as they explore death, disappointment, family, aging, expectations and the complicated emotions that come with becoming someone different than you thought you would be. This episode is for anyone navigating grief and loss, grieving an unlived life, struggling with unmet expectations, comparing their timeline to others or learning how to make peace with a life that looks different from the one they planned. Topics include grief and loss, grieving a loved one, life after loss, bereavement, ambiguous grief, disenfranchised grief, grieving unmet expectations, missed milestones, homeownership pressure, comparison, mother-daughter relationships, family grief, healing and personal growth. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  10. Jul 17

    S1 E3: What Do Adult Children Owe Their Parents?

    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 honoring your parents and protecting your own peace? In this episode, we explore: What adult children owe their parents (and what they don't)What parents owe their adult children—even after they're grownBoundaries, guilt, obligation, and family expectationsHow unhealthy family dynamics can carry into adulthoodThe difference between love and responsibilityWhy these conversations are often more complicated than they seemAnd other streams of consciousness that get uncovered while talking to your momWhether you're an adult child trying to set healthier boundaries, a parent navigating your relationship with your grown children, or simply someone who enjoys thoughtful conversations about family, this episode is for you. 🎙️ I'll Tell You When You're Older is a mother-daughter podcast about relationships, family, life, and the conversations we probably should've had sooner. Listen, subscribe, and let us know where you stand: What do you think adult children owe their parents... and what do parents owe their adult children? Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  11. Jul 9

    S1 E2: The Relationships We Thought Would Last Forever

    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, and exploring what those relationships were really teaching us all along. We'll be talking about dating, heartbreak, healing, love, generational differences, relationship patterns, personal growth, and why sometimes the relationships that don't last end up changing us the most. So whether you're healing from someone you thought was your forever person, navigating the modern dating world, or just want to eavesdrop on a mother-daughter conversation that occasionally goes off the rails... you're in the right place. Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday. 💛

  12. Jul 9

    S1 E1: Welcome to I'll Tell You When You're Older

    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, sharing how this podcast came to life, what you can expect every Friday, and why some of the best conversations happen when nobody's pretending to have all the answers. We'll be talking about relationships, dating, marriage, family dynamics, communication, personal growth, grief, friendship, mental health, and all the messy, hilarious, beautiful parts of being human. So whether you're here for relationship advice, life lessons, a good laugh, or just want to eavesdrop on a mother-daughter conversation that occasionally goes off the rails... you're in the right place. Welcome to the family. 💛 Follow along: Christina: @therelationshipboss Jamie: @jamiecipriani New episodes every Friday.

  • 12 Episodes

About

I'll Tell You When You're Older is a mother-daughter podcast where two generations have the conversations most families never do. We talk honestly about relationships, marriage, dating, family, friendship, grief, growing up, getting older, and everything in between. We don't always agree and that's kind of the point. Every Friday, expect real stories, different perspectives, plenty of laughs, and conversations that might make you call your mom, or see your own life a little differently. Pull up a chair. We'll tell you when you're older.

Information

  • Creator
    Christina Cipriani and Jamie Cipriani
  • Years Active
    2022 - 2026
  • Episodes
    12
  • Rating
    Explicit
  • Copyright
    © Christina Cipriani and Jamie Cipriani
  • Show Website
    I'll Tell You When You're Older