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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Justin Baldoni: ON The Power of Reflection for Lifelong Relationships

Justin Baldoni: ON The Power of Reflection for Lifelong Relationships

On this episode of On Purpose, I sat down with Justin Baldoni. Justin is an American actor, director, and filmmaker most known for the show, Jane the Virgin, and directing his most recent film, Five Feet Apart. We discussed everything from what it takes to let a pure message pass through you, all the way to finding more nuanced alternatives to “toxic masculinity.” Justin brings a unique perspective to the table, with his Hollywood success and speaking on the TEDx stage. We also talked about how to deal with feeling excluded from the group, and what it takes as an adult to cope with those wounds that still have yet to fully heal.See omnystudio.com/listener for privacy information.

19 Aug 20191h 24min

10 Best Relationship Rules That Are Often Forgotten

10 Best Relationship Rules That Are Often Forgotten

No matter how many holidays, dinners or movies you go to, if we don’t work on the core of a relationship, values, trust and communication, very little can be achieved. I want you all to have fulfilling, meaningful purposeful relationships and so I gathered the 10 Best Relationship Rules that are often forgotten as a reminder to myself and others. These are not the ones you’ll find on front covers of magazines but the ones that actually work in a real relationship. See omnystudio.com/listener for privacy information.

16 Aug 201928min

Deepica Mutyala: ON Entrepreneurship and How To Quit Your Job To Pursue Your Dreams

Deepica Mutyala: ON Entrepreneurship and How To Quit Your Job To Pursue Your Dreams

On this episode of On Purpose, I sat down with South-Asian beauty entrepreneur, the founder and CEO of Live Tinted—Deepica Mutyala. Deepica shares what it takes to start a multicultural community about beauty and culture. We cover everything from harnessing work ethic during your off-hours to dealing with perfectionist tendencies. She also shares what it’s like to grow up with immigrant parents, and how that shaped her career from a young age. Tune in to this conversation to learn more about Deepica and her uniquely profound perspectiveSee omnystudio.com/listener for privacy information.

12 Aug 20191h 10min

3 Ways to Take an Adult Gap Year and Why it Might Be Helpful for You to Take One

3 Ways to Take an Adult Gap Year and Why it Might Be Helpful for You to Take One

A gap year or month is usually when students take time off between school and college or college and work to travel alone or with friends. The same can take place for adults after working for 5-7 years or more. It’s not about parties or living it up but rather self exploration, learning new things and wanting a fresh start. After working for many years, it is natural for our bodies, minds, just like the ground and soil to need a reset, rest to be able to give, grow and move forward. See omnystudio.com/listener for privacy information.

9 Aug 201927min

Dan Buettner and Ben Leedle: ON How to Design Your Life to Live Longer, Healthier, and Happier

Dan Buettner and Ben Leedle: ON How to Design Your Life to Live Longer, Healthier, and Happier

In today’s episode, I sat down with Dan Buettner and Ben Leedle to discuss Blue Zones, what they are and what we can learn from them. Blue Zones are places around the world where people statistically live the longest, avoid common diseases, and all-around live extremely healthy lifestyles We talk about how modern exercise is a public health failure, why environment plays more into our longevity than genetics, and how each of us can improve our environments to live a longer, better life today. See omnystudio.com/listener for privacy information.

5 Aug 20191h 6min

7 Ways Successful People Stay Calm at Work and Manage Stress More Effectively

7 Ways Successful People Stay Calm at Work and Manage Stress More Effectively

We are all dealing with stress in our lives one way or another. Remember, it’s not the load that breaks you down it’s the way you carry it. In today’s episode of On Purpose, we analyze how stress really works in our lives, when feeling stressed out can be a good thing, and 7 ways to manage it more effectively. If you’re ready to learn how to keep your cool at work and in life give this episode a listen!See omnystudio.com/listener for privacy information.

2 Aug 201933min

Katee Sackhoff: ON How to Speak to Yourself

Katee Sackhoff: ON How to Speak to Yourself

On this episode of On Purpose, I sat down with Katee Sackhoff. Katee is an actress, most well known for playing Lieutenant Kara "Starbuck" Thrace on Battlestar Galactica. She is also a cancer survivor. We discussed everything from failure, to work ethic, to overcoming false beliefs about ourselves. She brings a unique and profound perspective to the table, in how she’s able to situate herself from the negative external opinions we too often let creep up on us. We dove into her strategies for overcoming these tough moments of self-doubt, how she’s able to understand that who you are is not what you do, and why we should never take “no” personally. See omnystudio.com/listener for privacy information.

29 Juli 201957min

6 Reasons Why We Need to Develop the Emotional Skills Our Parents Never Had

6 Reasons Why We Need to Develop the Emotional Skills Our Parents Never Had

Let’s be honest, our parents aren’t perfect and that’s okay. Neither are we. It’s unrealistic to think they’re the only ones responsible for our emotional development. Remember, everyone is doing the best with the skills they currently have. In today’s episode, I show you why it’s important we develop the emotional skills our parents never had, give examples of how we learn behaviors both actively & passively from our parents, and how to strengthen the good ones while improving the bad ones.See omnystudio.com/listener for privacy information.

26 Juli 201926min

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