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September 2, 2025 56 mins

Does saying “no” feels like a betrayal…

This week, I’m joined by the incredibly insightful and hilarious SaKarra Fite, and we’re talking about the people-pleasing habits that hold us hostage.

From family pressure to generational patterns to simply not wanting to let people down, we get real about where it starts...and how to break free.

We unpack the cost of being the “go-to” person, how boundaries got a bad reputation, and why so many of us overcorrect and end up isolating instead of healing.

This one’s honest, layered, funny, and filled with truth. Press play...you’ll see what I mean.

💥 Key Topics:

  • When people-pleasing becomes your identity
  • Childhood programming and the pressure to be the “responsible one”
  • Setting boundaries without guilt
  • Learning to say yes again—but on your terms
  • Breaking generational cycles of overgiving
  • Parenting, purpose, and letting people evolve


🎤 Guest Info:

SaKarra is a creative intellect, entrepreneur, author, and the host of SaKarra, Why?—a podcast exploring life’s questions, transitions, and unfiltered truths.

📲 Follow her on all platforms: @SakiCertified

🎧 Listen to her podcast: SaKarra, Why? on Spotify, Apple, or wherever you get your podcasts


💬 It’s About DAMN Time Segment:


“It’s about DAMN time we stop compromising ourselves just to be liked. Consider yourself first—then everyone else.”


🎯 D.A.M.N. Challenge:

Say “no” this week without explaining.

Say it with love, say it with clarity—but don’t say it with guilt.

Then tell me how it felt. DM me, tag the pod, or drop a comment. Let’s normalize protecting our peace.


📲 Connect with Me

🔗 Follow me on all platforms: @DaWholeDamnShow

🎧 Follow It’s About DAMN Time: @ItsAboutDamnTimePod

💥 Cop the DAMN University merch right here → Shop now

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