Deep-ish

Sammy Stewart, Chelsey Porras
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Welcome to Deep-ish, where best friends Sammy and Chelsey sit down each week to dive into everything from the light and funny to the deep and meaningful. Whether we’re breaking down pop culture moments, sharing life’s unfiltered highs and lows, or getting real about topics most people shy away from, our goal is to inspire, entertain, and connect. This is a space where vulnerability meets humor and community. Join us as we laugh, cry, and navigate life together—one deep-ish conversation at a time.”

  1. 4 HR AGO

    Recovering People Pleaser

    Absolutely — here’s a clean, paste-friendly version with consistent spacing and line breaks: Chelsey and Sammy unpack the realities of people-pleasing and setting healthy boundaries in this heartfelt episode of Deep-ish. From family dynamics to friendships and romantic relationships, they share honest experiences about learning to express needs, manage expectations, and find balance without guilt. They also lighten things up with pop culture talk, current favorite shows, and everyday life updates — making this episode both relatable and uplifting. Whether you’re working on boundaries, navigating complicated relationships, or just need a reminder that you’re allowed to take up space, this conversation will leave you feeling seen. 👇 Timestamps: 00:00 – Introduction and Greetings00:48 – Valentine’s Day Plans03:13 – 3D Printing Fun05:37 – TV Shows & Pop Culture15:55 – People-Pleasing Tendencies25:32 – Relationship Dynamics26:36 – Expressing Needs Without Resentment28:07 – Family Expectations & Boundaries30:51 – Communicating Needs Clearly33:38 – Balancing Relationship Expectations36:10 – Obligations vs Authentic Choices39:22 – Personal Growth Reflections44:25 – Managing Expectations & Peace01:01:22 – Final Thoughts & Takeaways 💬 Tell us: Are you a recovering people pleaser?🔔 Subscribe for weekly real talk, humor, and deep-ish conversations.

    1h 2m

  2. 5 FEB

    Real vs. Fake Treats: What Actually Fills You Up?

    In this episode of Deepish, hosts Chelsey and Sammy unpack the idea of real vs. fake treats — the things we reach for to feel better that either truly nourish us or quietly drain us. While Sammy battles pregnancy nausea and Chelsey reflects on her birthday indulgences, the duo explores how to identify real self-care versus temporary distractions. From scrolling and sugar to quiet time alone, they discuss how to choose treats that actually support your well-being and align with your goals. Timestamps00:00 Introduction and greetings00:38 Health updates and pregnancy struggles03:25 Birthday reflections08:12 Real vs fake treats13:54 Discovering what truly fills you14:20 Social media and mindless scrolling15:38 Treats and self-compassion16:14 Balancing treats with goals17:31 Rethinking habits19:20 Joy in simple things21:35 Non-materialistic joy24:22 Final reflections28:58 Wrap-up

    31 min

  3. 29 JAN

    The One Where... SAMMY'S FREAKING PREGNANT!

    In this emotional and joyful episode of Deep-ish, Chelsey and Sammy finally share the news they’ve been waiting to shout from the rooftops — Sammy is pregnant! 🎉 After navigating a difficult IVF journey filled with heartbreak and hope, Sammy opens up about what it was like to get the news, how she shared it with loved ones, and all the emotions that came with it. They also talk about: • The emotional toll of infertility • Gender reveal reactions • The pressures of pregnancy advice • Physical changes and decision fatigue • Fear, joy, and the surreal beauty of this new chapter It’s a raw, hopeful, and unforgettable conversation about life after loss and the power of perseverance. New episodes every Thursday!

    1h 9m
  4. 2026 Pop Culture Predictions, 2025 Recap & We’re Back!

    22 JAN

    2026 Pop Culture Predictions, 2025 Recap & We’re Back!

    Chelsey and Sammy are back for Season 2 of Deep-ish with a packed episode reflecting on the biggest moments of 2025 and what’s to come in 2026. From Zendaya’s surprise engagement and Taylor Swift’s major moves to scandalous halftime shows, Emmy records, and unexpected losses, they break it all down. They also review last year’s wild predictions (some hit, some… not even close), make new ones for 2026, and share their personal intentions for the year ahead. Highlights Include: Zendaya + Tom Holland's engagement 💍Taylor Swift’s surprise moves (album buyback + more)K-pop demon hunter? Yep.Travis & Taylor, The Pit, and Emmy shockersTheir 2026 pop culture bingo cardLife updates & what to expect this seasonNew episodes drop weekly. Season 2 is just getting started.

    51 min

  5. 06/11/2025

    Season One Finale - Reflections, Laugh Attacks & What's Next

    In this heartfelt and hilarious season finale of Deepish, Chelsey and Sammy look back on the highlights of Season 1—from their favorite guests and most jaw-dropping listener submissions to navigating therapy, relationships, and podcasting surprises. They also touch on: The drama of Love is Blind & reality TV obsessionsTheir favorite nostalgia episodesHonest updates on therapy and burnoutWhat’s coming for Season 2 (back Jan 8!)Timestamps:00:00 – Introduction and Season Finale Announcement00:59 – Reflecting on Season One01:27 – Sponsor Segment: Tidy Co Cleaning04:27 – Love is Blind Season Review08:45 – Reality TV Show Discussions20:07 – Dancing With the Stars and Other Shows25:23 – The Perfect Neighbor Discussion30:22 – Nobody Wants This Season Two33:56 – Mary-Kate and Ashley Movies on Amazon Prime34:46 – Miss Rachel Wins Woman of the Year37:14 – Personal Updates and Therapy Sessions43:14 – Reflecting on the Podcast Journey53:20 – Favorite Episodes and Guests58:59 – Listener Submissions and Future Plans01:11:10 – Season One Wrap-Up and Looking Ahead his is the episode where it all comes full circle. Thank you for listening, sharing, and being part of the Deep-ish fam. 🧼 Sponsored by: Tidy Co Cleaning 📅 Season 2 Returns: January 8th💖 Leave a review, share your favorite episode, and we’ll see you in the new year!

    1h 14m

  6. 30/10/2025

    HAPPY HALLOWEEN!!

    Happy Halloween! 🎃 In this festive Halloween Eve episode of Deep-ish, Chelsey and Sammy dress up as Zach and Cody and dive into all things spooky, nostalgic, and hilariously awkward. They chat through: 🎭 Childhood Halloween traditions & costume fails🕯️ Creepy listener-submitted ghost stories👻 Ouija board encounters & haunted high school tales🧠 The link between scary content, trauma, and true crime obsession🧍‍♂️ Real talk on mental health & sociopathy💬 Why Halloween always brings out the weirdest confessionsWhether you're here for the laughs or the chills, this episode blends fun, fright, and heartfelt reflection in true Deep-ish fashion. Timestamps:00:00 – Halloween Greetings00:25 – Family Costumes & Childhood Traditions02:08 – School Parties & Candy Swaps16:05 – Best & Worst Halloween Costumes25:27 – Listener Spooky Stories30:06 – Paranormal Beliefs30:58 – Haunted High School Adventures31:28 – Ouija Board Regrets33:27 – Scary Content + Media Effects36:10 – True Crime Obsession50:02 – Sociopaths & Mental Health59:13 – Halloween Traditions & Wrap-Up 👇 Drop your creepiest story in the comments!🔔 Don’t forget to like & subscribe for more girl talk, chaos & community every week. #DeepishPodcast #HalloweenEpisode #GhostStories #ZachAndCody #OuijaBoard #TrickOrTreat #PodcastHalloweenSpecial

    1h 4m

  7. 23/10/2025

    The Things That Haunt Us.. Awkward, Erie, and Embarrassing Moments

    In this Spooky Thursday episode of Deep-ish, Chelsey and Sammy read listener-submitted stories of awkward and embarrassing moments that still haunt them—from childhood confessions to cringe-worthy adult slip-ups. They also share their own haunted memories, reflect on high school drama, explore friendship dynamics, and talk about how therapy and self-awareness can help us laugh at (and heal from) our past. 🎃 Highlights Include: Childhood thefts & embarrassing memoriesWhy audiobooks aren’t really reading (according to Sammy)Listener submissions that will make you gasp & laughHonest convos about friendship dynamics and personal growthTherapy, reflection, and healing from high school cruelty 🕒 Timestamps:00:00 – Introduction and Greetings00:19 – Halloween and Movie Talk00:47 – Harry Potter and Family Traditions01:59 – Binge-Watching and TV Shows03:57 – Taylor Swift and Music Obsessions12:56 – Embarrassing Moments and Regrets19:34 – Childhood Memories and Confessions27:10 – High School Rebellions31:00 – Mother-Daughter Reflections40:36 – Listener Submissions Introduction40:42 – Texting Mishap: A Cringe-Worthy Moment41:20 – Snapchat Slip-Ups: Avoiding Embarrassment42:19 – Zoom Call Fails: Unmuted Performances43:33 – Regrets and Reflections: Life's What-Ifs46:20 – Awkward Confessions: Beatles and Beyond47:11 – High School Cruelty: Haunted by Past Actions48:21 – Deep Thoughts: Healing and Acceptance52:17 – Book Talk: Spooky Reads and Romance01:02:47 – Therapy and Personal Growth01:08:22 – Friendship Dynamics: Friends of Friends01:20:17 – Holiday Plans and Traditions

    1h 18m

  8. 16/10/2025

    Talking to the Dead? Signs, Cemeteries & Grief

    In this episode of Deep-ish, Chelsey and Sammy record from a cemetery to talk about grief, signs from lost loved ones, and the afterlife. They share their earliest memories of cemeteries, their own healing rituals, and intimate stories of loss. Topics include medium encounters, dreams that feel like messages, and the emotional journey of infertility and grieving what hasn’t come. Whether you're navigating a loss or exploring spiritual beliefs, this episode offers a comforting space to reflect, relate, and heal. Timestamps:00:00 – Intro & Setting the Scene00:20 – Chelsey's Childhood Cemetery Memories02:28 – Sammy’s Connection to East Lawn03:24 – Loss & Spiritual Comfort06:01 – Funeral Home & Groundskeeper Stories09:58 – Viewing the Dead & Cultural Observations12:03 – Spirituality & Belief Systems14:16 – Medium Experiences & Messages32:05 – Infertility Grief & Longing35:10 – Reincarnation & Afterlife Theories46:11 – Raw Grief Reflections53:11 – Dreams, Signs, and Spiritual Moments01:06:15 – Infertility Journey Update01:12:49 – Finding Light in Daily Joys01:17:20 – Listener Submissions & Final Thoughts

    1h 18m
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About

Welcome to Deep-ish, where best friends Sammy and Chelsey sit down each week to dive into everything from the light and funny to the deep and meaningful. Whether we’re breaking down pop culture moments, sharing life’s unfiltered highs and lows, or getting real about topics most people shy away from, our goal is to inspire, entertain, and connect. This is a space where vulnerability meets humor and community. Join us as we laugh, cry, and navigate life together—one deep-ish conversation at a time.”

Information

  • Creator
    Sammy Stewart, Chelsey Porras
  • Years Active
    2025 - 2026
  • Episodes
    50
  • Rating
    Explicit
  • Copyright
    © Sammy Stewart, Chelsey Porras
  • Show Website
    Deep-ish

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