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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Yuval Harari: ON Why Boredom is Good For You

Yuval Harari: ON Why Boredom is Good For You

In this weeks episode I sat down with international bestselling author of Sapiens, Homo Deus and 21 Lessons for the 21st Century, Yuval Harari.We covered so many interesting topics like how to manage expectations, the importance of boredom and what he believes the future of artificial intelligence is. He also shares with us his equation for happiness and he reveals why so many of us are addicted to being on our phones.We also dove into education and where he believes the job market will be 30 years from now. This episode is sure to challenge your perspective on certain topics!See omnystudio.com/listener for privacy information.

27 Maj 20191h 2min

7 Ways to Stop Comparing Yourself to Others

7 Ways to Stop Comparing Yourself to Others

In this era of social media and having an overload of information at our fingertips, it’s hard not to constantly compare yourself to others. It’s hard to see all of the vacation pictures, the couple pictures and everyone’s seemingly perfect lives on display.However, what we don’t always realize is that we’re comparing our behind the scenes to someone else’s highlight reel. People only publish things they want you to see and we need to remember that.I truly believe that comparison is the thief of joy and that’s why in today’s episode I give you 7 ways to stop comparing yourself to others and tips on how to define your own personal success.See omnystudio.com/listener for privacy information.

24 Maj 201931min

Arianna Huffington: ON Why Sleep Is Crucial To Success

Arianna Huffington: ON Why Sleep Is Crucial To Success

Often times we think that we cannot have success at work and success in our personal lives. We think that we have to sacrifice sleep in order to get ahead in life. We think we have to stay on our phones at all times to stay connected. But in this episode, one of the most influential people in media explains why that is not the case. Arianna Huffington reminds us all that 8 hours of sleep is just as important for our careers as 8 hours at the office and gives helpful tips to maintain a healthier work life balance.See omnystudio.com/listener for privacy information.

20 Maj 201941min

7 Couples Activities Scientifically Proven to Bring You Closer

7 Couples Activities Scientifically Proven to Bring You Closer

In this episode, I give you the tools to create a stronger bond in your relationship.To foster a deeper connection in your relationship. To rebuild spark and excitement in your relationship. Most of us think doing date nights at restaurants or going to the movies is enough to keep a relationship exciting but a lot of the times it’s not.I break down 7 couples activities that are inexpensive and accessible to everyone that are scientifically proven to bring you closer to your partner. Me and my wife do all of these and I can’t wait for you all to try some of these too.See omnystudio.com/listener for privacy information.

17 Maj 201928min

Francia Raisa: ON Getting Rid of Toxic People in Your Life

Francia Raisa: ON Getting Rid of Toxic People in Your Life

In this week’s episode of On Purpose, Grown-ish star Francia Raisa opens up about what it was like growing up in Hollywood and how she’s been able to keep a level head by relying on her faith.She also shared her tips on overcoming rejection and staying grounded.You will be truly inspired after listening to this conversation!See omnystudio.com/listener for privacy information.

13 Maj 20191h 16min

This 3 Step Equation Will Solve All Your Problems

This 3 Step Equation Will Solve All Your Problems

In this new age of self-care, we so often claim anything that we do when we are stressed as self-care.But are we truly giving ourselves the self-care we need? Or are we just being self-indulgent?In this week’s episode, I break down the difference between self-care and self-indulgence and share a 3 part equation that will help you solve all of your problems.See omnystudio.com/listener for privacy information.

10 Maj 201924min

Dr. Daniel Amen: ON Training Your Brain for Optimal Performance

Dr. Daniel Amen: ON Training Your Brain for Optimal Performance

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.I learned so much in this week's episode with psychiatrist, brain expert and ten-time New York Times bestselling author Dr. Daniel Amen. He walks us through the difference between the mind and the brain, teaches us how to get rid of ANTs (automatic negative thoughts) and teaches us how to train our brain to reach its maximum potential. He debunks quick fixes that provide temporary relief and goes over specific habits we can all implement in our daily lives in order to improve our mood and actually make it last.See omnystudio.com/listener for privacy information.

6 Maj 20191h 24min

8 Ways We Waste Money and 8 Ways to Manage it Better

8 Ways We Waste Money and 8 Ways to Manage it Better

This week, we're talking money.Do you feel you manage your money well or is there room for improvement? Whether it's skipping the Starbucks in the morning or learning how to invest, there are many ways to go about it.Listen to my 8 practical tips to help you save money and all the habits you can implement in order to improve your relationship with money.See omnystudio.com/listener for privacy information.

3 Maj 201926min

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