
Sign up to save your podcasts
Or


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 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.
By Sammy Stewart, Chelsey Porras5
2828 ratings
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 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.

369,807 Listeners

9,712 Listeners

47,591 Listeners

5,632 Listeners

1,144 Listeners

1,885 Listeners

16,069 Listeners

3,507 Listeners

298 Listeners