Win the Day 256. Happy Hustle with Cary Jack (author, podcaster, and founder of The Happy Hustle) 😊
“Choose a job you love, and you will never have to work a day in your life.” — Confucius
Cary Jack is the founder of The Happy Hustle, a top-ranked podcast and movement dedicated to helping people achieve balance, freedom, and purpose.
After burning out as a tech entrepreneur, Cary made a radical shift — trading 80-hour weeks for a 20-hour workweek that still generates millions in revenue.
Now, through his bestselling book, wilderness masterminds, and global stage presence, Cary is showing people how to align their work with their well-being. In doing so, Cary has proven that you don’t have to sacrifice health and happiness to achieve big goals — you just have to rethink your approach.
Cary lives in Bozeman, Montana, with his wife and son, where he can be found fly fishing for rainbows, riding his noble steed, and snowboarding fresh powder.
In this episode:
• The “More Disease” and how to fill yourself with gratitude.
• The limiting beliefs holding you back from the life you want.
• Why energy and health are your ultimate performance levers.
• How to bring more happiness into each and every day.
🍿 Let’s WIN THE DAY with Cary Jack!
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🎬 Episode website (including 4K video, full transcript, best quotes, etc.): https://jameswhitt.com/256-win-the-day-podcast-cary-jack
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Episode links:
🎯 Download your FREE Win the Day action plan
⚡ Cary Jack website
📷 Cary Jack Instagram
📚 ‘The Happy Hustle’ by Cary Jack
🎤 The Happy Hustle Podcast by Cary Jack
🎬 Subscribe to Win the Day YouTube channel
💚 Give the Win the Day podcast a 5-star rating on Apple Podcasts
🙏 Give the Win the Day podcast a 5-star rating on Spotify
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Timemarkers:
00:00 Who is Cary Jack
1:29 Interview starts
2:17 Focus on ONE thing at once
4:50 Living a life that’s not yours
7:15 Origins of The Happy Hustle
9:12 The 3 types of freedom we all need
10:06 Should you stay in a corporate job or start a business
13:35 4 questions to build your personal brand
16:28 The “More Disease” (know when enough is enough)
19:00 Why you’re burned out at work
22:18 Know your MVTs (Most Valuable Tasks) every day
24:31 The SOULMAPPIN Framework (an operating system for high performance)
26:40 Get outdoors more often
29:28 How to bring more joy to your life
33:26 What it’s like living in Montana
36:42 How becoming a parent changes your life — and your marriage
38:50 Balance equals happiness
40:45 Know what success means to you
41:35 Lessons from the most successful people in the world
43:40 The best wearable tech is your own mind
46:02 Affirmation
47:50 Rocket Round
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Onward and upward always…
#WinTheDay
PS — Enjoyed this episode? You'll love this one, too: Episode 250: Masters of Uncertainty with Rich Diviney