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On Purpose with Jay Shetty

If You’re a People Pleaser Listen to This! (Why Putting Yourself First Isn’t Selfish, It’s Necessary For Real Connection)

On Purpose with Jay Shetty

iHeartPodcasts

Health & Fitness, Business, Mental Health

4.828.5K Ratings

🗓️ 28 May 2025

⏱️ 86 minutes

🧾️ Download transcript

Summary

Do you feel guilty when you put your needs before others by saying no?

When was the last time you chose yourself—just because you needed it, not because you earned it?

Today, Jay is joined by Meggan Roxanne, writer, entrepreneur, and founder of the globally loved platform The Good Quote. Known for curating some of the internet’s most powerful and inspiring affirmations, Meggan now steps into the spotlight with her own voice, sharing a remarkable personal story of loss, resilience, and transformation.

From growing up in a warm and loving home to experiencing a heart-wrenching moment at just four years old, when a grandparent told her they didn’t love her, Meggan opens up about how early trauma shaped her emotional world. Following her mother’s final wish, Meggan became the caretaker for her estranged grandfather, the very man who once wounded her deeply. Through that act of grace, she discovered the true meaning of forgiveness, empathy, and unconditional love.

Throughout the episode, Meggan and Jay explore the difference between people-pleasing and creating space for authentic connection, how emotional boundaries protect our well-being, and what it takes to stop repeating the pain we’ve inherited. She candidly discusses the challenges of grief, especially after losing her mother, her best friend, her guide, and how that loss forced her to reimagine her identity and rebuild from the ground up.

In this episode, you'll learn:

How to Forgive Someone Who Hurt You Deeply

How to Set Boundaries Without Feeling Guilty

How to Heal After Losing a Parent

How to Reconnect with Your Intuition

How to Break Generational Cycles of Trauma

How to Build Confidence Through Self-Respect

Even in the darkest of seasons, you have the power to find peace, reshape your path, and step into a life guided by intention, healing, and light.

With Love and Gratitude,

Jay Shetty

What We Discuss:

00:00 Intro

00:30 The Pain of Feeling Unloved by Family

04:12 Would You Take Care of Someone Who Doesn't Love You?

10:20 How Do You Enforce Your Boundaries?

16:20 Are You a Chronic People Pleaser?

23:06 How The Good Quote Started

34:59 Do You Trust Your Intuition?

43:49 Your Intuition is Your Best Guide

45:20 How Do You Reconnect with Your Intuition?

50:52 How Meditation Helps Calm Down Your Day

53:10 Dealing with Grief, Depression, & Losing a Loved One

Episode Resources:

Meggan Roxanne | Instagram

Meggan Roxanne | LinkedIn

The Good Quote | Instagram

The Good Quote | Facebook

The Good Quote | Tumblr

How to Stop Breaking Your Own Heart: THE SUNDAY TIMES BESTSELLER. Stop People-Pleasing, Set Boundaries, and Heal from Self-Sabotage

See omnystudio.com/listener for privacy information.

Transcript

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0:00.0

You're listening to an IHeart podcast.

0:05.0

Are your money scales total trash?

0:06.8

Well, you are not alone.

0:08.1

Personal finance ignorance is as American as Apple Pie.

0:11.1

But don't fret.

0:11.8

The How to Money podcast is here to help you improve.

0:13.8

Think, Matt, if your emergency fund was invested,

0:16.3

especially given the volatility we're experiencing right now.

0:19.5

Outche.

0:19.8

Investing, it is ultimately a necessity, but you've got to keep that emergency

0:23.3

fund accessible.

0:24.3

It needs to be cash parked in your savings.

0:27.0

It's time to increase your money knowledge.

0:28.9

And the How to Money podcast is here to bring the wisdom.

0:31.6

Open your free IHeartRadio app.

0:33.5

Search How to Money and start listening today.

0:35.3

Hey, everyone. Search how to money and start listening today. Hey everyone, this is Molly and Matt, and we're the hosts of Grown Up Stuff, How to Adult, a podcast from Ruby Studio and IHeart Podcasts.

0:42.4

It's a show dedicated to helping you figure out the trickiest parts of adulting.

0:47.0

Like how to start planning for retirement, creating a healthy skincare routine, understanding when and how much to tip someone, and so much more.

0:53.8

Let's learn about all

0:54.8

of it and then some. Listen to grown-up stuff, how to adult, on America's number one podcast network,

0:59.9

Iheart. Open your free I-Hart app and search grown-up stuff.

...

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