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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 Greetings
00:48 – Valentine’s Day Plans
03:13 – 3D Printing Fun
05:37 – TV Shows & Pop Culture
15:55 – People-Pleasing Tendencies
25:32 – Relationship Dynamics
26:36 – Expressing Needs Without Resentment
28:07 – Family Expectations & Boundaries
30:51 – Communicating Needs Clearly
33:38 – Balancing Relationship Expectations
36:10 – Obligations vs Authentic Choices
39:22 – Personal Growth Reflections
44:25 – Managing Expectations & Peace
01:01:22 – Final Thoughts & Takeaways

💬 Tell us: Are you a recovering people pleaser?
🔔 Subscribe for weekly real talk, humor, and deep-ish conversations.

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.

Timestamps
00:00 Introduction and greetings
00:38 Health updates and pregnancy struggles
03:25 Birthday reflections
08:12 Real vs fake treats
13:54 Discovering what truly fills you
14:20 Social media and mindless scrolling
15:38 Treats and self-compassion
16:14 Balancing treats with goals
17:31 Rethinking habits
19:20 Joy in simple things
21:35 Non-materialistic joy
24:22 Final reflections
28:58 Wrap-up

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!

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 shockers
  
• Their 2026 pop culture bingo card
  
• Life updates & what to expect this season
  

New episodes drop weekly. Season 2 is just getting started.

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 obsessions
  
• Their favorite nostalgia episodes
  
• Honest updates on therapy and burnout
  
• What’s coming for Season 2 (back Jan 8!)
  

Timestamps:
00:00 – Introduction and Season Finale Announcement
00:59 – Reflecting on Season One
01:27 – Sponsor Segment: Tidy Co Cleaning
04:27 – Love is Blind Season Review
08:45 – Reality TV Show Discussions
20:07 – Dancing With the Stars and Other Shows
25:23 – The Perfect Neighbor Discussion
30:22 – Nobody Wants This Season Two
33:56 – Mary-Kate and Ashley Movies on Amazon Prime
34:46 – Miss Rachel Wins Woman of the Year
37:14 – Personal Updates and Therapy Sessions
43:14 – Reflecting on the Podcast Journey
53:20 – Favorite Episodes and Guests
58:59 – Listener Submissions and Future Plans
01:11:10 – 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!

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 confessions
  

Whether 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 Greetings
00:25 – Family Costumes & Childhood Traditions
02:08 – School Parties & Candy Swaps
16:05 – Best & Worst Halloween Costumes
25:27 – Listener Spooky Stories
30:06 – Paranormal Beliefs
30:58 – Haunted High School Adventures
31:28 – Ouija Board Regrets
33:27 – Scary Content + Media Effects
36:10 – True Crime Obsession
50:02 – Sociopaths & Mental Health
59:13 – 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

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 memories
• Why audiobooks aren’t really reading (according to Sammy)
• Listener submissions that will make you gasp & laugh
• Honest convos about friendship dynamics and personal growth
• Therapy, reflection, and healing from high school cruelty
  

🕒 Timestamps:
00:00 – Introduction and Greetings
00:19 – Halloween and Movie Talk
00:47 – Harry Potter and Family Traditions
01:59 – Binge-Watching and TV Shows
03:57 – Taylor Swift and Music Obsessions
12:56 – Embarrassing Moments and Regrets
19:34 – Childhood Memories and Confessions
27:10 – High School Rebellions
31:00 – Mother-Daughter Reflections
40:36 – Listener Submissions Introduction
40:42 – Texting Mishap: A Cringe-Worthy Moment
41:20 – Snapchat Slip-Ups: Avoiding Embarrassment
42:19 – Zoom Call Fails: Unmuted Performances
43:33 – Regrets and Reflections: Life's What-Ifs
46:20 – Awkward Confessions: Beatles and Beyond
47:11 – High School Cruelty: Haunted by Past Actions
48:21 – Deep Thoughts: Healing and Acceptance
52:17 – Book Talk: Spooky Reads and Romance
01:02:47 – Therapy and Personal Growth
01:08:22 – Friendship Dynamics: Friends of Friends
01:20:17 – Holiday Plans and Traditions

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 Scene
00:20 – Chelsey's Childhood Cemetery Memories
02:28 – Sammy’s Connection to East Lawn
03:24 – Loss & Spiritual Comfort
06:01 – Funeral Home & Groundskeeper Stories
09:58 – Viewing the Dead & Cultural Observations
12:03 – Spirituality & Belief Systems
14:16 – Medium Experiences & Messages
32:05 – Infertility Grief & Longing
35:10 – Reincarnation & Afterlife Theories
46:11 – Raw Grief Reflections
53:11 – Dreams, Signs, and Spiritual Moments
01:06:15 – Infertility Journey Update
01:12:49 – Finding Light in Daily Joys
01:17:20 – Listener Submissions & Final Thoughts

In this deeply meaningful episode, Chelsey and Sammy are joined by Brecka Walker, a licensed trauma therapist, to talk all things healing, therapy, and emotional resilience. Brecka shares her personal story, her therapeutic approach, and how she helps others process trauma and reconnect with themselves.

Together, they explore:

• How trauma shows up in the body

• The power of somatic therapy and sound healing

• Parent-child communication and emotional repair

• Feeling unseen and the power of being validated

• Tools for finding the right therapist and starting the work

Chelsey also opens up about her own struggles—making this episode raw, real, and incredibly healing.

Timestamps:
00:00 – Introduction and Guest Announcement
00:22 – Introducing Brecka Walker
02:53 – Brecka’s Background and Family Dynamics
04:18 – Brecka’s Personal Trauma and Healing Journey
16:38 – Therapy Approaches and Techniques
20:25 – Brecka’s Career Path and Specializations
24:50 – Starting a Private Practice
33:57 – Impact of Trauma on the Body and Healing Methods
47:48 – Parenting and Addressing Childhood Trauma
49:52 – Parent-Child Communication and Accountability
51:08 – The Healing Power of Being Seen
52:57 – Understanding and Expressing Needs
55:25 – The Importance of Therapy and Self-Compassion
01:08:01 – Navigating Therapy and Finding the Right Fit
01:25:30 – Alternative and Progressive Therapy Methods
01:34:40 – Concluding Thoughts and Gratitude

Perfect for anyone exploring trauma recovery, therapy, or inner healing.

In this week’s episode of Deep-ish, Chelsey and Sammy unpack what’s taking over their social media feeds—from oddly specific content spirals to the emotional weight of witnessing real-life trauma online. They explore the mystery (and manipulation) behind algorithm culture, and how it shapes what we see, think, and feel.

They also explore:

• The darker side of online scrolling & political fatigue

• Celebrity splits: Kelsea & Chase, Nina & Shaun, Katy & Orlando

• A hilarious round of Is He Hot or Just Famous?

• Nostalgic TV talk, fall routines & more

Whether you're in it for the laughs, the gossip, or the deeper convos—this episode is full of surprises.

Timestamps:
00:00 – Introduction and Greetings
00:20 – Fall Weather and Home Heating
01:10 – Halloween and Fall Decorations
01:45 – Candles and Scent Preferences
02:27 – Afterschool Snacks and Traditions
03:02 – Social Media Algorithms
07:47 – Influencer Culture and Mental Health
27:24 – Political Content and Social Media Impact
45:36 – Celebrity Breakup Speculations
47:51 – Kelsea’s Career Boost Post-Divorce
48:28 – Madeline and Chase: Will They Reunite?
49:47 – Shaun White and Nina Dobrev’s Surprising Split
50:49 – Katy Perry and Orlando Bloom’s Breakup
51:39 – Iris and TJ: A New Romance?
52:26 – Is He Hot or Just Famous?
54:05 – TV Shows and Movie Reviews
01:12:27 – Dawson’s Creek Reunion & James Van Der Beek’s Health
01:14:13 – Wrapping Up: Smorgasbord of Topics

Tune in for the perfect balance of cozy, chaotic, and conversational.