Simon Sinek: Not Every Friendship Is Meant to Last—And That’s Okay! (THIS is How to Know If It’s Time To Walk Away From Adult Friendships That No Longer Fit)

Simon Sinek: Not Every Friendship Is Meant to Last—And That’s Okay! (THIS is How to Know If It’s Time To Walk Away From Adult Friendships That No Longer Fit)

Are you keeping this friendship out of habit or love?

If they weren’t in your life today, would you try to be friends again?

In this profoundly insightful episode of On Purpose, Jay Shetty sits down with Simon Sinek, renowned leadership expert, bestselling author, and host of the podcast, A Bit of Optimism. Jay and Simon share a deeply vulnerable and powerful conversation about what it truly means to be human in a world that’s more connected than ever, yet so emotionally disconnected. Together, they explore the foundational role of friendships, belonging, and purpose in building meaningful lives and relationships.

Jay opens up about his own transformation and the early influence of Simon’s book Start with Why, while Simon reflects on the personal journey behind his body of work, emphasizing that all leadership is, at its core, about human connection. They speak candidly about how burnout often stems from loneliness, the fragile nature of adult friendships, the difficulty many have in celebrating others’ success, and the healing power of emotional honesty in relationships. With wisdom, humor, and emotional clarity, Simon breaks down how we can show up more authentically for ourselves and for those we love—even when it’s uncomfortable.

In this episode, you'll learn:

How to Support a Friend Without Trying to Fix Them

How to Know When It’s Time to Let a Friendship Go

How to Create Belonging When You Feel Disconnected

How to Celebrate a Friend’s Win Even When You’re Struggling

How to Communicate When You Don’t Know What to Say

How to Recognize Burnout as a Sign of Loneliness

This episode is a powerful reminder that being imperfect is what makes us human, and that real connection isn’t built on perfection, but on the willingness to be present, authentic, and compassionate.

With Love and Gratitude,

Jay Shetty

Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe here.

Join Jay for his first ever, On Purpose Live Tour! Tickets are on sale now. Hope to see you there!

What We Discuss:

00:00 Intro

02:26 How to Truly Connect with Others

03:45 The Universal Truth Behind All Human Problems

05:45 Why We All Really Just Want to Belong

09:33 Feeling Lonely? You’re Not Alone

12:10 Why Community is Disappearing & Why It Matters

18:33 Do Kids Really Need a Village?

22:17 Why We All Crave Safety

24:22 How to Find People Who Share Your Values

28:19 Understanding the Journey vs. the Goal

30:49 Knowing When to Persevere vs. Let Go

32:46 How to Know You've Outgrown a Friendship

35:22 Recognizing Why a Relationship Has Ended

38:08 Why Sincerity Beats Perfection Every Time

45:46 Learning to Trust Your Intuition

48:52 The Most Powerful Relationship Advice You'll Ever Hear

55:27 How to Share Your Wins With Friends Who Are Struggling

01:03:10 Stop Letting Insecurities Define Your Behavior

01:06:21 Can You Be Friends with People You Envy?

01:09:35 How to Respond to Skeptics with Grace

01:12:44 Your Worth Isn’t Measured by Numbers

01:15:45 Tune Into Your Needs, Not Others' Expectations

01:19:01 What Social Awkwardness Really Means

01:22:59 Real Communication Is About Understanding, Not Winning

01:29:44 Embracing Imperfection Is What Makes Us Human

01:31:40 Simon on Final Five

Episode Resources:

Simon Sinek | Website

Simon Sinek | Instagram

Simon Sinek | LinkedIn

Simon Sinek | X

Simon Sinek | Facebook

Simon Sinek | TikTok

Simon Sinek | YouTube

A Bit of Optimism

See omnystudio.com/listener for privacy information.

Episoder(774)

6 Things To Stop Expecting From Others & How To Leave Them Behind in 2019

6 Things To Stop Expecting From Others & How To Leave Them Behind in 2019

I believe that preparation for 2020 starts right now, It doesn't start in January. You need to start letting go of those things that blocked you from doing well. Expecting things from others is one of the biggest blocks to your growth. Today you'll learn how to stop expecting closure, apologies, explanations, understanding, belief & validation from others. When you remove all expectations, you gain power no one can ever challenge and you will see your life change. See omnystudio.com/listener for privacy information.

6 Des 201934min

Deepak Chopra: ON How To Be More Present & Not Be Overwhelmed With Life

Deepak Chopra: ON How To Be More Present & Not Be Overwhelmed With Life

On this episode of On Purpose, I sat down with Deepak Chopra. Deepak is the founder of the Chopra Foundation, and a world-renowned pioneer in integrative medicine and personal transformation. Deepak shares that we must let love creep in and allow it to become the healer and motivation for everything we do. He urges us to remember we are not our experiences or external results and reminds us to get into the habit of realigning daily & witnessing our mental space .” See omnystudio.com/listener for privacy information.

2 Des 20191h 4min

Craig Kielburger: ON How Ordinary Individuals Doing Their Part Changes The World & What You Can Do Now

Craig Kielburger: ON How Ordinary Individuals Doing Their Part Changes The World & What You Can Do Now

On this episode of On Purpose, I sat down with Craig Kielburger. Craig is an internationally-acclaimed speaker, social entrepreneur, and co-founder or WE Charity, which inspires people to empower themselves to make a significant positive impact on the world. Craig reminds us that the greatest thing we can do for ourselves is help someone else. He shares that serving doesn't just make others feel good, its physical and mental benefits can help lengthen your lifespan. See omnystudio.com/listener for privacy information.

29 Nov 201939min

Kate Bosworth: ON How to Bounce Back From Hitting Exhaustion Spiritually & Mentally

Kate Bosworth: ON How to Bounce Back From Hitting Exhaustion Spiritually & Mentally

On this episode of On Purpose, I sat down with Kate Bosworth. Kate is an actress, activist, and producer. Kate now stars in and produced the Netflix Sci-fi series The I-Land. She shares her current experience of hitting exhaustion spiritually & mentally, and tuning into vulnerability. Kate reminds us to approach life through an observational point of view, instead of a controlling one. She urges us to ask: what fortifies our spirits & connects with our hearts. Text Jay Shetty 310-997-4177 See omnystudio.com/listener for privacy information.

25 Nov 20191h 22min

How To Create Meaningful Content & Use Social Media Strategically

How To Create Meaningful Content & Use Social Media Strategically

When’s the last time you reflected on your social media use and your purpose for being on a platform? Creating and consuming content comes down to a place of personal discipline. The desire for competition, comparison, criticism, and gossip has always been there, and this is why having an intentional relationship with social media is crucial. My encouragement and recommendation is to share good, follow good, and create good. Text Jay Shetty 310-997-4177 See omnystudio.com/listener for privacy information.

22 Nov 201920min

Hasan Minhaj: ON How To Strategically Express Yourself & Take Criticism Positively

Hasan Minhaj: ON How To Strategically Express Yourself & Take Criticism Positively

On this episode of On Purpose, I sat down with Hasan Minhaj. Hasan is a first generation American, and is a comedian, actor, and the host and creator of the weekly comedy series Patriot Act. Hasan shares that he was fired from every previous job he’s ever had, and the value of relentlessly trying new things until you find work worth doing. He reminds us of the challenges that come with making great art and to always be specific with the message you want to share. Text Jay Shetty 310-997-4177 See omnystudio.com/listener for privacy information.

18 Nov 201942min

The Only Way To Inspire Change in Your Friends And Family

The Only Way To Inspire Change in Your Friends And Family

Do you find yourself trying to convince your friends and family to change, but nothing seems to work? It’s important for us to understand how the process of change works within us and others so we can become more effective in our approach. In this episode you'll learn what the most successful people have in common, and why the action of unlearning is crucial to your transformation. Let's get rid of all the bad lessons you learned and replace them today. Text Jay Shetty 310-997-4177 See omnystudio.com/listener for privacy information.

15 Nov 201937min

Robert Waldinger: ON How To Nourish Your Meaningful Relationships & The Power Of Quiet

Robert Waldinger: ON How To Nourish Your Meaningful Relationships & The Power Of Quiet

On this episode of On Purpose, I sat down with Robert Waldinger. Robert is a Harvard psychiatrist, psychoanalyst, and Zen priest. He’s the director of the longest study on adult life and happiness. Robert reminds us that having a person you can call in the middle of the night when you are scared or sick is what keeps us happier and healthier. He shares that it takes vulnerability to have meaningful relationships, but the rewards are always worth the risk of rejection. Text Jay Shetty 310-997-4177See omnystudio.com/listener for privacy information.

11 Nov 20191h 7min

Populært innen Business og økonomi

stopp-verden
dine-penger-pengeradet
e24-podden
rss-penger-polser-og-politikk
rss-borsmorgen-okonominyhetene
utbytte
finansredaksjonen
tid-er-penger-en-podcast-med-peter-warren
livet-pa-veien-med-jan-erik-larssen
pengesnakk
pengepodden-2
okonomiamatorene
stormkast-med-valebrokk-stordalen
morgenkaffen-med-finansavisen
lederpodden
rss-markedspuls-2
rss-kantsonen
rss-investering-gjort-enkelt
lydartikler-fra-aftenposten
stockup