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YOUR CRAZY BEST FRIENDS
YOUR CRAZY BEST FRIENDS
Author: Anna&Sarah
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© Anna and Sarah
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I KNOW I SOUND LIKE A CRAZY PERSON BUT I HOPE YOU'LL LOVE ME ANYWAY - a platonic love story. Sarah and Anna revisit letters that they wrote each other over a decade ago, and reflect on what has changed and what hasn't.
yourcrazybestfriends.substack.com
yourcrazybestfriends.substack.com
38 Episodes
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On December 3rd, 2012, Anna’s mum passed away. It fucking sucked. A lot has happened in the 13 years since, and as Anna says, living in the world without her does get easier—even if only in such tiny increments you barely notice. Still, grief is personal and unruly, and the only real way through it is to keep showing up for whatever you’re feeling in the moment.In this episode, we read the letters we wrote to each other during the final days of Vera’s life. In sharing them with you, we hope that if you’ve been through something similar—or are in it now—you feel a little less alone. It’s a hard thing to move through, but we’re here for each other, and for you, in it. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we talk about Anna’s mum, Vera, and wonder what she might think of our podcast. An excellent storyteller herself, she and Anna share a deep interest in people. But how would she feel about us sharing her story? We’ll never know for sure, though we get the sense she’s cheering us on. We also talk about the difficulty of living in the in-between—witnessing someone you love move through an end-of-life transition while still trying to figure out how to live your own life. As usual, there’s no roadmap for any of it, but we’re grateful for the people who love us through the messiness of figuring it out. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we get into how, in our early adulthood, we were desperately trying to be “real grownups.” But now, in our mid-adulthood, the real trick seems to be learning how to be kids again. We talk about the trap of trying to be right or perfect, and how much better life gets when you can laugh at the detours, let go of the plan, and treat your mistakes as lessons instead of weapons. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we’re joined by reporter and journalist Alison Hall. We had such a fun and real conversation with Alison about vulnerability as a super power, what her experience with cancer taught her about giving and receiving support, and how to invest in friendships that make you part of a community.Alison is a correspondent for Inside Edition, where she became the first producer in the show’s history to be promoted to full-time on-air reporter. She’s spent the last decade covering major national stories, including reporting from the courthouses during the Bill Cosby, Harvey Weinstein, and Jeffrey Epstein cases. Alison has covered the biggest stories of the last decade, from the Black Lives Matter movement to the unprecedented years of the pandemic and how Covid-19 has changed America.In 2025, Alison shared her own breast cancer journey publicly, becoming a powerful voice for early detection and women’s health. She’s appeared on CBS Mornings, The Drew Barrymore Show, and Good Morning Britain, and previously hosted her own podcast, Between Headlines.Originally from Winnipeg and a graduate of Toronto Metropolitan University, she now lives in New York City with her husband and their Bernese Mountain Dog. Follow her at @alisonhalreporting on instagram and join her on her Substack, Between Headlines. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, some surprising parallels between our lives in 2012 and 2025 lead us into a conversation about childhood games, seeking answers in unexpected places, and dancing our way into healing. As usual, we try to help each other untangle the questions that never seem to go away — like why we have breakthroughs and then immediately forget everything we learned, and which practices actually help keep our lives (and our minds) organized. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we’re talking about waiting, those in-between liminal spaces, and the biggest transition of all: death. Anna writes about waiting for her mom to make that crossing, and what it means to sit with the unknown. It’s tender and a little heavy, but we also talk about how facing death and our fear of it can make us more awake to life and the people we love right now. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
In a shocking twist for this friendship podcast, this week we’re talking about friends. Our friendships shape so much of who we are, so why don’t we talk more about how to care for them? Romantic love gets all the advice columns and grand gestures, but what about the people who’ve seen us through everything? We talk about the grief that comes along with fading friendships, dig into why keeping current communication with our friends is so important, and wonder about what’s lost when we don’t share the day-to-day details of our lives with one another. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we have a ready-for-television interlude in our letters. Anna has a very surprising encounter in a hospital elevator, and Sarah remembers some darkly satisfying dreams. This exchange from 2012 is a welcome distraction from the heaviness Anna was dealing with at the time - her mother’s terminal cancer. Plus, we ask each other for some advice! Tune in for some unhinged solutions for dealing with chronic pain, and practical tips for maintaining a love/hate relationship with long hair. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we enter the chapter where Anna’s mother begins her end-of-life journey. After a few months back in New York, Anna learns her mother’s health has taken a sudden turn, and she returns to London to be with her in her final weeks. We talk about how the instinct to protect someone from the truth can come from love—but how honesty is often the deepest form of care. We also explore how we keep people alive through the stories we tell, and why every story has more than one side. Even though death and grief are tricky to talk about, we share these conversations because we know how much it helps to hear someone else say the thing you’ve been feeling. If they bring you a little comfort or clarity, that’s everything. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we talk about belonging, sex as self-discovery, and learning from struggle. From feeling like an outsider to smashing the porcelain shell, we explore what it means to grow into who we really are. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
In this episode, we talk about how good sex can ground us in our bodies, quiet the overthinking, and teach us what we actually want. We unpack the tug-of-war between following the path we’re “supposed to” take and carving our own way, and wonder how much of life is planning and goal-setting versus letting go and seeing where desire leads. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
In this episode, we dig into the pain of being seen only through an old lens — how family can lock us into outdated versions of ourselves and weaponize our deepest insecurities. We talk about what it means to lose yourself in those dynamics, the tug-of-war between self-respect and obligation, and why the people who know us best can sometimes cut the deepest. Plus, we revisit the strange era of Facebook wall posts. Did anyone ever think poking was good UX? Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we’re digging into the kind of anxiety that comes from twisting yourself into knots to avoid conflict, ignoring your gut, and convincing yourself you’re “fine” when you’re actually one tequila shot away from a full-on spiral. Sarah shares what it’s like to lose her mind quietly while playing it cool on the outside, and Anna talks about trying to keep the peace with her family while walking on eggshells and navigating her mother’s illness. We get into the messy reality of trusting your feelings, finding the courage to say them out loud, and resisting the urge to blow shit up just to feel in control. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week, we’re unpacking the fantasy version of life versus reality. What happens when life doesn’t match the movie playing in our heads? And what about those moments when we have to crash back down to earth after a trip to cloud nine? Whether we’re trying to escape our current reality or cling to fleeting joy, we’re learning what it means to surrender the illusion of control. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
With so much of this podcast dedicated to big feelings and tough life moments, we thought it was time to call in some expert guidance. This week, we’re thrilled to be joined by clinical psychologist and therapist Dr. Matt Poon. Together, we dig into guilt and shame, why no emotion is inherently bad, how friendship can carry us through the hardest times, and what it really means to give ourselves grace without losing sight of our values. Matt opened up space for self-compassion in such a generous way, and we can’t wait for you to hear his insights. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
We’ve all got those late-night cringe memories - the ones that make you want to bury your head under the pillow forever. But maybe we don’t need to hang on to that shame. Sometimes the cure is blurting it all out to your best friend… and having them turn it into a celebration instead of a scar.Plus, a rigorous debate on coffee, and we reveal our first crushes. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
How soon is too soon to say “I love you”? And what happens if the other person doesn’t say it back? In this week’s episode, we dive back into our 2012 letters to unpack big leaps of faith, the messy magic of letting your heart lead, and the eternal struggle between craving freedom and needing control (spoiler: you can’t have both).All this nostalgia for our 20s has us revisiting the ultimate NYC coming-of-age story — Girls — and celebrating the messy, brilliant chaos of Lena Dunham’s new show Too Much, the 30-something sequel we didn’t know we needed. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
This week’s letters were a little lighter, so we took the opportunity to reflect on what this project has meant to us, both when we were writing the letters in our early 20s and now, doing the podcast in our 30s. We also had some fun with rapid-fire style questions (which, unsurprisingly, were answered in a very non-rapid way). Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
When life gets overwhelmed with practicalities instead of passion, how do we invite our joy to take back the wheel? This week we talk about navigating the uncomfortable gap between what we’d like our lives to look like, and the reality of the here and now. If you’ve ever felt the frustration of being a creative who has to spend most of their time not doing what you love to make ends meet, this episode is for you. Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe
When someone tries to define your story for you, how do you flip the narrative? This week, we’re talking self-confidence and the tricky art of pushing back when someone serves you a “harsh truth” that’s really just confirmation of your worst fears. Plus: we revisit some dodgy early auditions, being a woman in the entertainment industry, and why we’re very grateful for the rise of intimacy coordinators. (Looking at you, Last Tango in Paris 👀) Get full access to YOUR CRAZY BEST FRIENDS at yourcrazybestfriends.substack.com/subscribe























