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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 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.
By Sammy Stewart, Chelsey Porras5
2828 ratings
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.

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