Kim Perell: Hate Your Job But Don’t Know What to Do Next? Ask Yourself THESE 7 Questions and Build a Step-by-Step Plan for the Career You ACTUALLY Want

Kim Perell: Hate Your Job But Don’t Know What to Do Next? Ask Yourself THESE 7 Questions and Build a Step-by-Step Plan for the Career You ACTUALLY Want

Today, Jay sits down with serial entrepreneur, investor, and powerhouse mom of four, Kim Perell. Known for building her first company from her kitchen table and later selling one for $235 million, Kim shares the raw, behind-the-scenes truth of what it takes to turn failure into fortune. The conversation centers around Kim’s latest book, Mistakes That Made Me a Millionaire, and offers a heartfelt blueprint for anyone feeling stuck, unfulfilled, or uncertain about their next move.

Jay and Kim explore why perfectionism can sabotage progress, how fear often masks itself as procrastination, and why waiting to feel “fully qualified” often leads to missed opportunities. Kim introduces her 70% rule: a concept that encourages action over hesitation and reveals how taking small, imperfect steps helped her overcome self-doubt and build extraordinary businesses. The two also dive into the power of mentorship, the emotional toll of toxic relationships, and why surrounding yourself with the right people is crucial not just for professional growth, but for personal evolution.

In this interview, you'll learn:

How to Start a Business Before You Feel Ready

How to Use the 70% Rule to Make Bold Decisions

How to Find the Right Mentor and Build a Real Relationship

How to Stand Out When Pitching Yourself

How to Know When It’s Time to Pivot Your Business

How to Build a Winning Team Without Doing Everything Yourself

How to Audit Your Inner Circle for Growth and Clarity

Making mistakes doesn’t mean you’ve failed, it means you’re showing up, learning, and trying something new. No success story is smooth or simple, but all of them prove that progress is always possible.

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.

What We Discuss:

00:00 Intro

02:57 How to Get Unstuck and Move Forward

04:17 When It’s Time to Pivot Your Career

05:50 Is Regret More Powerful Than Fear?

08:06 You Don’t Need To Be 100% Ready To Start

09:52 Are You Ever Really Ready?

11:29 Dream Big, But Start Where You Are

13:09 The Power of Believing in Your Vision

15:24 Be Delusionally Confident

16:29 How Mistakes Help You Iterate and Improve

18:30 How to Silence the People Who Doubt You

22:15 Teaching Kids to Embrace Failure

23:20 Rejection as Redirection

26:02 The Difference Between Innovating and Iterating

29:14 Build a Support System That Elevates You

31:51 How to Find Mentors Who Truly Guide You

33:55 Why Asking for Help Accelerates Growth

34:44 How Books Can Mentor You Too

38:21 The Four People Every Entrepreneur Needs

39:35 Why You Need the Right Peers Around You

41:58 Should You Start a Business with Family?

44:00 How to Audit Your Inner Circle

46:02 How Toxic People Drain Your Energy and Money

47:17 The Power of Taking Initiative

48:56 Don’t Let Your Past Limit Someone Else’s Future

51:19 How to Lead and Manage People Effectively

53:17 What Actually Gets You Hired Today?

57:51 Going the Extra Mile Sets You Apart

01:00:01 The Biggest Mistake Is Not Asking

01:04:03 Why So Many of Us Feel Unqualified

01:07:07 Pivoting Is the Secret to Success

01:10:13 How to Know When It’s Time to Pivot

01:11:53 Kim on Final Five

Episode Resources:

Kim Perell | Website

Kim Perell | Instagram

Kim Perell | Facebook

Kim Perell | YouTube

Kim Perell | LinkedIn

Kim Perell | X

Kim Perell | TikTok

See omnystudio.com/listener for privacy information.

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Chrissy Metz: On How She Went From Having 81 Cents to Being the Star of This Is Us

Chrissy Metz: On How She Went From Having 81 Cents to Being the Star of This Is Us

Chrissy Metz (This is Us, Breakthrough) is an American Emmy- and Golden Globe-nominated actress, singer, and producer. I sat down with Chrissy to discuss how she went from having 81 cents in her bank account to landing the lead role in NBC’s hit drama series This Is Us. She dives into why she stopped putting pressure on herself to succeed and how she dealt with people constantly telling her “no” in her life. We also got into why you should never be afraid to lose the person you’re with, how to love someone the way they need to be loved and a breakdown of fight languages vs. love languages.See omnystudio.com/listener for privacy information.

24 Juni 20191h 15min

3 Myths About Finding Your Purpose and 3 Ways to Align With It

3 Myths About Finding Your Purpose and 3 Ways to Align With It

Everyone always talks about finding your passion and finding your purpose, but nobody talks about how to actually align with it.The truth is, that regardless of how many experiences we might have: vacations,  relationships, trips, etc. if we don’t align with our purpose, our journeys won’t feel as meaningful.Now, there are so many things that can hold us back like money, practicality or timing but in this episode, I give you 3 concrete steps you can use to look past those reasons and start aligning with your purpose.See omnystudio.com/listener for privacy information.

21 Juni 201931min

Gary Vee ON: How to Stop Caring What Other People Think of You

Gary Vee ON: How to Stop Caring What Other People Think of You

You can order my new book 8 RULES OF LOVE at 8rulesoflove.com or at a retail store near you. You can also get the chance to see me live on my first ever world tour. This is a 90 minute interactive show where I will take you on a journey of finding, keeping and even letting go of love. Head to jayshettytour.com and find out if I'll be in a city near you. Thank you so much for all your support - I hope to see you soon.On this special episode of On Purpose, I got to sit down with my good friend Gary Vee.Gary is an investor, a serial entrepreneur and a 5 time New York Times bestselling author.We got to talk in depth about how to stop caring what people think about you, why you should focus on happiness not hustle and why you need to contextualize advice before you decide to listen to it.There are so many teachable moments in this episode and I know you will learn so much!See omnystudio.com/listener for privacy information.

17 Juni 20191h 9min

The Shocking Ways We Spend Our Time and 9 Ways to Invest it Better

The Shocking Ways We Spend Our Time and 9 Ways to Invest it Better

How many times have you caught yourself being on your phone when you should be doing something else? Or maybe you’re productive for 5 minutes and then take a 2-hour break when you get distracted. We all do it, but there are ways to be more productive and achieve more in your day. In this episode, you’ll learn how to build habits that will stop you from wasting your time and help you start investing it in things that actually matter.See omnystudio.com/listener for privacy information.

14 Juni 201929min

Ray Dalio: ON How to Define Success for Yourself and Set Your Goals

Ray Dalio: ON How to Define Success for Yourself and Set Your Goals

On this episode of On Purpose, I sat down with billionaire investor, Ray Dalio.We talk about why pain is necessary in order to make progress and why we shouldn’t focus on being right all the time. Dalio also reveals what he believes is the greatest tragedy of mankind and gives us 5 steps to achieving success.If you’ve ever wanted insight into how billionaires think, this episode is for you!See omnystudio.com/listener for privacy information.

10 Juni 201949min

6 Healthy Ways to Heal and Move On From Heartbreak

6 Healthy Ways to Heal and Move On From Heartbreak

In this episode of On Purpose, I’m discussing healthy ways to deal with heartbreak. I share how you need to feel before you heal, why you should never define your self worth by how someone treats you and how to stop looking at love as a noun and start treating it as a verb. I know heartbreak is one of the worst pains you can feel so I hope these tips can help you healthily heal.See omnystudio.com/listener for privacy information.

7 Juni 201928min

Charlamagne: ON Being Open About Mental Health

Charlamagne: ON Being Open About Mental Health

In this episode of On Purpose, I sat down with the co-host of the nationally syndicated hip-hop radio program The Breakfast Club, Charlamagne Tha God. We discussed everything from his biggest fears, his struggles with mental health and his unique take on parenting.See omnystudio.com/listener for privacy information.

3 Juni 201957min

3 Things To Do Before Work to Increase Focus and Productivity

3 Things To Do Before Work to Increase Focus and Productivity

“Some people are dreaming of success and others are waking up and making it happen.”You snooze your alarm, scarf down half of your breakfast and run out the door to make it to work on time. Sound familiar? The truth is that when we start our days like this, we are not as productive. But in this week’s episode, I give you practical tips on how to change that. 4 things you’re going to learn from this episode: How to be more productive at work? How to make mornings more purposeful? Why I wake up at 6am every day? What is decision fatigue and how can we fight it?See omnystudio.com/listener for privacy information.

31 Maj 201927min

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