On this episode of On Purpose, I sat down with Kenneth Cole. Kenneth is a designer, activist, and married father of three. He speaks on the importance of resourcefulness for finding solutions to a closed door.

How do we get from here to where we need to? Kenneth reminds us there’s an infinite amount of alternatives, and it’s up to us to refocus the lens on which we see obstacles. This episode will inspire creative insights to help get you to your desires. 

On this episode of On Purpose, I sat down with Kenneth Cole. Kenneth is a designer, activist, and married father of three. He speaks on the importance of resourcefulness for finding solutions to a closed door.
How do we get from here to where we need to? Kenneth reminds us there’s an infinite amount of alternatives, and it’s up to us to refocus the lens on which we see obstacles. This episode will inspire creative insights to help get you to your desires.

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace.

I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace.
I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

On Purpose with Jay Shetty

My name is Jay Shetty, and my purpose is to make wisdom go viral. I’m fortunate to have fascinating conversations with the most insightful people in the world, and on my podcast, I’m sharing those conversations with you. New episodes Mondays and Fridays. Please rate and review the podcast if you enjoy it. Live life today ON PURPOSE.

My name is Jay Shetty, and my purpose is to make wisdom go viral. I’m fortunate to have fascinating conversations with the most insightful people in the world, and on my podcast, I’m sharing those conversations with you. New episodes Mondays and Fridays. Please rate and review the podcast if you enjoy it. Live life today ON PURPOSE.

On this episode of On Purpose, I sat down with Kenneth Cole. Kenneth is a designer, activist, and married father of three. He speaks on the importance of resourcefulness for finding solutions to a closed door.

How do we get from here to where we need to? Kenneth reminds us there’s an infinite amount of alternatives, and it’s up to us to refocus the lens on which we see obstacles. This episode will inspire creative insights to help get you to your desires.

Kenneth Cole: ON How To Creatively Break Into The Career Of Your Choice

Money doesn’t define you, it reveals what you value, what you understand, and whether your choices are leading to freedom or confinement.

 

Jay sits down once again with entrepreneur and financial educator Jaspreet Singh for a comprehensive conversation about money, mindset, and the systems that quietly shape our financial realities. Jay opens up about how success, comparison, and social pressure distort our relationship with wealth, while Jaspreet challenges the idea that financial struggle is purely personal failure. Together, they unpack why so many people work hard yet feel stuck, caught in a cycle they were never taught how to escape, and why the first step to financial freedom isn’t earning more, but really understanding the rules of money.

 

Jay and Jaspreet lay out a clear, practical framework for building financial stability, from redefining money as a tool rather than a measure of self-worth, to understanding debt, investing, and the habits that keep people broke. Jaspreet breaks down complex ideas into simple, actionable steps, emphasizing the importance of having emergency savings, intentional spending, and long-term ownership over short-term appearances.

 

Together, they explore how artificial intelligence is accelerating inequality between those who understand it and those who ignore it, and why learning to use AI is becoming essential across every industry. Rather than chasing fast money or quick wins, they encourage listeners to focus on education, adaptability, and patience, building systems that serve their values, protect their families, and create lasting impact.

 

In this interview, you'll learn:

How to Break the Paycheck-to-Paycheck Cycle

How to Treat Money as a Tool, Not Your Identity

How to Build a $2,000 Safety Net Fast

How to Separate Spending, Saving, and Investing

How to Use AI to Get Ahead at Work and in Business

How to Build Wealth Without Chasing Fast Money

 

If money has ever felt overwhelming, confusing, or out of reach, this is your reminder that nothing is “wrong” with you, you were simply never taught the rules. Small decisions, repeated consistently, have the power to change not just your finances, but the way you see your future.





Want smarter money insights without the noise? Sign up for Jaspreet’s free Market Briefs newsletter and get bonus access to his investing masterclass here:

https://briefs.finance/c2ebdb

 

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. 

 

Check out our Apple subscription to unlock bonus content of On Purpose! https://lnk.to/JayShettyPodcast 

 

What We Discuss:

00:00 Intro

01:25 Are You Stuck Living Paycheck to Paycheck?

07:26 The Illusion of Looking Rich While Being in Debt

18:37 What is the First Thing You Should Cut to Start Saving Money?

27:13 The Fastest, Most Realistic Way to Make More Money

32:47 How to Become Revenue-Generating at Work or in Business

34:31 Start by Solving a Problem You Already Understand

39:03 How to Start Investing (Even With Little Money)

45:13 Begin With the Easiest Investing Option Available

46:43 How the Stock Market Really Works

51:17 Why Quick Money Never Lasts

53:59 Where the Real Financial Opportunities in AI Are

01:01:48 What Market Briefs Is and Why It Matters

01:03:46 How to Prepare for an AI-Driven Economy

01:09:52 The Best Places to Learn About AI Right Now

01:12:20 Why Financial Education Matters More in the AI Age

01:14:02 Spend More on Investments That Increase Your Freedom

 

Episode Resources:

Website | https://theminoritymindset.com/ 

Instagram | https://www.instagram.com/minoritymindset 

YouTube | https://www.youtube.com/minoritymindset 

TikTok | https://www.tiktok.com/@minoritymindset  

X | https://x.com/MinorityM1ndset 

LinkedIn | https://www.linkedin.com/company/minoritymindset 

Facebook |  https://www.facebook.com/MinorityMindset/

Money doesn&rsquo;t define you, it reveals what you value, what you understand, and whether your choices are leading to freedom or confinement.
&nbsp;
Jay sits down once again with entrepreneur and financial educator Jaspreet Singh for a comprehensive conversation about money, mindset, and the systems that quietly shape our financial realities. Jay opens up about how success, comparison, and social pressure distort our relationship with wealth, while Jaspreet challenges the idea that financial struggle is purely personal failure. Together, they unpack why so many people work hard yet feel stuck, caught in a cycle they were never taught how to escape, and why the first step to financial freedom isn&rsquo;t earning more, but really understanding the rules of money.
&nbsp;
Jay and Jaspreet lay out a clear, practical framework for building financial stability, from redefining money as a tool rather than a measure of self-worth, to understanding debt, investing, and the habits that keep people broke. Jaspreet breaks down complex ideas into simple, actionable steps, emphasizing the importance of having emergency savings, intentional spending, and long-term ownership over short-term appearances.
&nbsp;
Together, they explore how artificial intelligence is accelerating inequality between those who understand it and those who ignore it, and why learning to use AI is becoming essential across every industry. Rather than chasing fast money or quick wins, they encourage listeners to focus on education, adaptability, and patience, building systems that serve their values, protect their families, and create lasting impact.
&nbsp;
In this interview, you'll learn:
How to Break the Paycheck-to-Paycheck Cycle
How to Treat Money as a Tool, Not Your Identity
How to Build a $2,000 Safety Net Fast
How to Separate Spending, Saving, and Investing
How to Use AI to Get Ahead at Work and in Business
How to Build Wealth Without Chasing Fast Money
&nbsp;
If money has ever felt overwhelming, confusing, or out of reach, this is your reminder that nothing is &ldquo;wrong&rdquo; with you, you were simply never taught the rules. Small decisions, repeated consistently, have the power to change not just your finances, but the way you see your future.
 
Want smarter money insights without the noise? Sign up for Jaspreet&rsquo;s free Market Briefs newsletter and get bonus access to his investing masterclass here:
<a href="https://briefs.finance/c2ebdb">https://briefs.finance/c2ebdb</a>
&nbsp;
With Love and Gratitude,
Jay Shetty
&nbsp;
Join over 750,000 people to receive my most transformative wisdom directly in your inbox every single week with my free newsletter. Subscribe <a href="https://news.jayshetty.me/subscribe">here</a>.&nbsp;
&nbsp;
Check out our Apple subscription to unlock bonus content of On Purpose! <a href="https://lnk.to/JayShettyPodcast">https://lnk.to/JayShettyPodcast</a>&nbsp;
&nbsp;
What We Discuss:
00:00 Intro
01:25 Are You Stuck Living Paycheck to Paycheck?
07:26 The Illusion of Looking Rich While Being in Debt
18:37 What is the First Thing You Should Cut to Start Saving Money?
27:13 The Fastest, Most Realistic Way to Make More Money
32:47 How to Become Revenue-Generating at Work or in Business
34:31 Start by Solving a Problem You Already Understand
39:03 How to Start Investing (Even With Little Money)
45:13 Begin With the Easiest Investing Option Available
46:43 How the Stock Market Really Works
51:17 Why Quick Money Never Lasts
53:59 Where the Real Financial Opportunities in AI Are
01:01:48 What Market Briefs Is and Why It Matters
01:03:46 How to Prepare for an AI-Driven Economy
01:09:52 The Best Places to Learn About AI Right Now
01:12:20 Why Financial Education Matters More in the AI Age
01:14:02 Spend More on Investments That Increase Your Freedom
&nbsp;
Episode Resources:
Website | <a href="https://theminoritymindset.com/">https://theminoritymindset.com/</a>&nbsp;
Instagram | <a href="https://www.instagram.com/minoritymindset">https://www.instagram.com/minoritymindset</a>&nbsp;
YouTube | <a href="https://www.youtube.com/minoritymindset">https://www.youtube.com/minoritymindset</a>&nbsp;
TikTok | <a href="https://www.tiktok.com/@minoritymindset">https://www.tiktok.com/@minoritymindset</a>&nbsp;&nbsp;
X | <a href="https://x.com/MinorityM1ndset">https://x.com/MinorityM1ndset</a>&nbsp;
LinkedIn | <a href="https://www.linkedin.com/company/minoritymindset">https://www.linkedin.com/company/minoritymindset</a>&nbsp;
Facebook |&nbsp; <a href="https://www.facebook.com/MinorityMindset/">https://www.facebook.com/MinorityMindset/</a>

Jaspreet Singh: Why Most People Stay Broke (Follow THIS 7-Step System to FINALLY Stop Living Paycheck-to-Paycheck!)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/44955103-3d88-42f3-af03-b3d70089977a/transcript

Real change doesn’t happen all at once, It’s built through quiet, repeated choices most people never notice. In this episode, Jay challenges the idea that transformation requires motivation or perfect timing, revealing instead that lasting change is created through systems, structure, and intentional design. He explains why most people stay stuck year after year, not because they lack discipline or talent, but because they rely on hope when what they need is strategy.

Jay walks us through a practical blueprint for lasting transformation, beginning with reshaping your environment so the right habits become your default. From upgrading your identity to mastering one skill that can reshape your confidence, career, and self-belief, he shows how small improvements compound over time. Drawing on psychology, neuroscience, and real human stories, Jay reframes success as consistency over perfection, choosing discipline when motivation fades and stepping into who you’re meant to become.

In this episode, you'll learn:

How to Change Your Life by Redesigning Your Environment 

How to Make Good Habits Your Default 

How to Use Fear as a Signal to Take Action

How to Break Big Goals Into Four Powerful Seasons

How to Transform Your Life by Serving Others

This year isn’t about becoming someone else, it’s about becoming more of who you already are, with better systems, healthier boundaries, and stronger habits to support you. Progress won’t be linear, and that’s okay. What matters is staying committed to the direction, not the speed. Every effort counts, even the ones no one sees. 

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

00:41 How to Change Your Life in One Year

03:29 #1: Start With Redesigning Your System

06:35 #2: The Four Seasons of Growth

08:57 #3: Fix the Relationships that Matter

11:50 #4: Fear Grows the Longer You Avoid It

14:48 #5: The Power of Service

17:58 Give Yourself a Year to Make a Difference

Real change doesn&rsquo;t happen all at once, It&rsquo;s built through quiet, repeated choices most people never notice. In this episode, Jay challenges the idea that transformation requires motivation or perfect timing, revealing instead that lasting change is created through systems, structure, and intentional design. He explains why most people stay stuck year after year, not because they lack discipline or talent, but because they rely on hope when what they need is strategy.
Jay walks us through a practical blueprint for lasting transformation, beginning with reshaping your environment so the right habits become your default. From upgrading your identity to mastering one skill that can reshape your confidence, career, and self-belief, he shows how small improvements compound over time. Drawing on psychology, neuroscience, and real human stories, Jay reframes success as consistency over perfection, choosing discipline when motivation fades and stepping into who you&rsquo;re meant to become.
In this episode, you'll learn:
How to Change Your Life by Redesigning Your Environment&nbsp;
How to Make Good Habits Your Default&nbsp;
How to Use Fear as a Signal to Take Action
How to Break Big Goals Into Four Powerful Seasons
How to Transform Your Life by Serving Others
This year isn&rsquo;t about becoming someone else, it&rsquo;s about becoming more of who you already are, with better systems, healthier boundaries, and stronger habits to support you. Progress won&rsquo;t be linear, and that&rsquo;s okay. What matters is staying committed to the direction, not the speed. Every effort counts, even the ones no one sees.&nbsp;
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 <a href="https://news.jayshetty.me/subscribe">here</a>.
What We Discuss:
00:00 Intro
00:41 How to Change Your Life in One Year
03:29 #1: Start With Redesigning Your System
06:35 #2: The Four Seasons of Growth
08:57 #3: Fix the Relationships that Matter
11:50 #4: Fear Grows the Longer You Avoid It
14:48 #5: The Power of Service
17:58 Give Yourself a Year to Make a Difference

Feel Stuck, Confused, or Behind? Use THIS Blueprint and Completely Transform Your Life in ONE Year!

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/ba002015-9e8e-4859-ae56-b3d4001a722a/transcript

Jay is joined on stage at Boston’s Wang Theatre by his longtime friend Mel Robbins, in front of a packed live audience. Their shared history allows them to speak openly and honestly about the pressure to be liked, the fear of being misunderstood, and how easily we lose ourselves trying to meet other people’s expectations. Mel’s superpower is her ability to choose herself in moments when giving up or staying small feels safer.

Mel shares the hard truths she’s learned about self-criticism, people-pleasing, and why waiting to feel “ready” keeps us stuck. Jay reflects on how constantly judging and fixing ourselves pulls us away from our inner life, and why real growth starts with awareness and self-respect. Mel also talks about how many of her biggest changes came from desperation, not confidence, and Jay reframes jealousy, fear, and failure as signs that something meaningful is trying to emerge.

In this episode, you'll learn:

How to Stop Letting Other People’s Opinions Run Your Life

How to Quiet Your Inner Critic When Stress Takes Over

How to Unlearn the Self-Criticism You Were Taught Growing Up

How to Stop Waiting to Feel “Ready” to Start Living Your Life

How to Break the Habit of People-Pleasing Without Guilt

How to Use Jealousy as a Clue Instead of a Curse

How to Keep Going When Desperation, Not Confidence, Is Driving You

Life doesn’t change all at once. It changes when you choose to speak to yourself with kindness, honor your needs, and take the next step even when you’re afraid.

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. 

Check out our Apple subscription to unlock bonus content of On Purpose! https://lnk.to/JayShettyPodcast 

What We Discuss:

00:00 Intro

00:17 What Do We Really Worry About Most?

02:12 How to Quiet the Inner Critic

15:50 Stop Obsessing Over the Physical 

18:17 How People-Pleasing Is Actually a Form of Control

25:02 Start Listening to Your Own Needs

29:54 Finding the Strength to Let Go and Move Forward

41:15 Is it a Vibe or Not a Vibe?

46:18 Creating Safety by Letting Go of Judgment

50:04 The Power of Outlasting Yourself

58:50 Making Space for Hurt While Choosing Compassion

01:05:14 Turning What You Love Into a Business

Episode Resources:

Website | https://www.melrobbins.com/ 

Instagram | https://www.instagram.com/melrobbins/ 

YouTube | https://www.youtube.com/c/melrobbins 

TikTok | https://www.tiktok.com/@melrobbins 

The Mel Robbins Podcast

The Let Them Theory: A Life-Changing Tool That Millions of People Can’t Stop Talking About

Jay is joined on stage at Boston&rsquo;s Wang Theatre by his longtime friend Mel Robbins, in front of a packed live audience. Their shared history allows them to speak openly and honestly about the pressure to be liked, the fear of being misunderstood, and how easily we lose ourselves trying to meet other people&rsquo;s expectations. Mel&rsquo;s superpower is her ability to choose herself in moments when giving up or staying small feels safer.
Mel shares the hard truths she&rsquo;s learned about self-criticism, people-pleasing, and why waiting to feel &ldquo;ready&rdquo; keeps us stuck. Jay reflects on how constantly judging and fixing ourselves pulls us away from our inner life, and why real growth starts with awareness and self-respect. Mel also talks about how many of her biggest changes came from desperation, not confidence, and Jay reframes jealousy, fear, and failure as signs that something meaningful is trying to emerge.
In this episode, you'll learn:
How to Stop Letting Other People&rsquo;s Opinions Run Your Life
How to Quiet Your Inner Critic When Stress Takes Over
How to Unlearn the Self-Criticism You Were Taught Growing Up
How to Stop Waiting to Feel &ldquo;Ready&rdquo; to Start Living Your Life
How to Break the Habit of People-Pleasing Without Guilt
How to Use Jealousy as a Clue Instead of a Curse
How to Keep Going When Desperation, Not Confidence, Is Driving You
Life doesn&rsquo;t change all at once. It changes when you choose to speak to yourself with kindness, honor your needs, and take the next step even when you&rsquo;re afraid.
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 <a href="https://news.jayshetty.me/subscribe">here</a>.&nbsp;
Check out our Apple subscription to unlock bonus content of On Purpose! <a href="https://lnk.to/JayShettyPodcast">https://lnk.to/JayShettyPodcast</a>&nbsp;
What We Discuss:
00:00 Intro
00:17 What Do We Really Worry About Most?
02:12 How to Quiet the Inner Critic
15:50 Stop Obsessing Over the Physical&nbsp;
18:17 How People-Pleasing Is Actually a Form of Control
25:02 Start Listening to Your Own Needs
29:54 Finding the Strength to Let Go and Move Forward
41:15 Is it a Vibe or Not a Vibe?
46:18 Creating Safety by Letting Go of Judgment
50:04 The Power of Outlasting Yourself
58:50 Making Space for Hurt While Choosing Compassion
01:05:14 Turning What You Love Into a Business
Episode Resources:
Website | <a href="https://www.melrobbins.com/">https://www.melrobbins.com/</a>&nbsp;
Instagram | <a href="https://www.instagram.com/melrobbins/">https://www.instagram.com/melrobbins/</a>&nbsp;
YouTube | <a href="https://www.youtube.com/c/melrobbins">https://www.youtube.com/c/melrobbins</a>&nbsp;
TikTok | <a href="https://www.tiktok.com/@melrobbins">https://www.tiktok.com/@melrobbins</a>&nbsp;
<a href="https://podcasts.apple.com/us/podcast/the-mel-robbins-podcast/id1646101002">The Mel Robbins Podcast</a>
<a href="https://www.amazon.com/Let-Them-Theory-Life-Changing-Millions/dp/B0DFMZMKFJ/?_encoding=UTF8&amp;pd_rd_w=Rp7as&amp;content-id=amzn1.sym.bc3ba8d1-5076-4ab7-9ba8-a5c6211e002d&amp;pf_rd_p=bc3ba8d1-5076-4ab7-9ba8-a5c6211e002d&amp;pf_rd_r=132-8121315-7594942&amp;pd_rd_wg=OVMET&amp;pd_rd_r=8ae51e79-e6c5-4904-8848-02949c09243c&amp;ref_=aufs_ap_sc_dsk">The Let Them Theory: A Life-Changing Tool That Millions of People Can&rsquo;t Stop Talking About</a>

MEL ROBBINS: How to Stop People-Pleasing Without Feeling Guilty (Follow THIS Simple Rule to Set Boundaries and Stop Putting Yourself Last!)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/52ae422e-99a1-4a97-8b5b-b3d20081a466/transcript

Kenneth Cole: ON How To Creatively Break Into The Career Of Your Choice

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