Jan 27
Matthew McConaughey on How to Fall Back in Love with Your Life
In a world defined by constant change, reinvention isn’t optional - it’s essential. We often assume reinvention comes from bold leaps or lucky breaks, but actor and author Matthew McConaughey’s story suggests a quieter approach can be far more powerful.In this episode, Matthew jo ... Show More
59 m
Jan 20
Revisited: Trevor Noah Makes My Brain Hurt
Hello from Team Simon! We’ll be back next week—January 27, 2026—with brand-new episodes of A Bit of Optimism. We’re excited to bring you new guests, conversations, and opportunities to learn.Until then, we’re diving back into the archives to revisit one of our favorite episodes f ... Show More
56m 18s
Jun 2025
Why Kelis Left America to Buy a 300 Acre Farm in Kenya & Show Others How to Build Wealth in Africa
<p>On this powerful episode of Earn Your Leisure, we sit down with Grammy-nominated artist and entrepreneur Kelis, who opens up about her bold decision to leave America and build a new life in Kenya. She shares why she purchased 150 acres of farmland, how she navigated land owner ... Show More
1h 9m
Oct 2025
Wallstreet Trapper: From Prison to Millions—The Brutal Truth About Money, Power & Playing the Game to Win (Fan Fav)
This is a fan fav episode. Being trilingual is considered to be rather prestigious. Speaking other languages expands your ability to communicate so greatly it adds to the perceived value people will assign to you. But, when you are fluent in Street, Hustling, Broke Money, and Wal ... Show More
58m 32s
Dec 2024
The Most Inspiring Autobiography I've Read: Chung Ju-yung Founder of Hyundai
Chung Ju-yung grew up so poor he had to eat tree bark to survive. He founded Hyundai and became the richest person in Korea. When Chung was in his 80s, he wrote an autobiography that tells the devastating reality of growing up in dire poverty, how he escaped through manual labor, ... Show More
1h 15m
Apr 2025
Wallstreet Trapper’s Ultimate Keys to Winning in Life and Business
Being trilingual is considered to be rather prestigious. Speaking other languages expands your ability to communicate so greatly it adds to the perceived value people will assign to you. But, when you are fluent in Street, Hustling, Broke Money, and Wall Street it becomes the twi ... Show More
58m 47s
Oct 2024
Coming of Age in American Poverty (with Nikhil Goyal)
This week, Nick and Goldy welcome sociologist Nikhil Goyal to discuss his new book, Live to See the Day: Coming of Age in American Poverty, which highlights the deep-rooted effects of generational poverty in America by focusing on the experiences of three young people in Kensingt ... Show More
38m 50s
Aug 2025
The Quiet Millionaire: Joey Battista’s Rules for Money and Life
Joey Battista is a CEO, coach, and founder of Battista Academy — but his real story is one of grit, humility, and a relentless drive to leave people better than he found them. In 2008, Joey lost everything during the financial crisis. No safety net. No shortcuts. Just a rock-bott ... Show More
26m 42s
The slums of Kenya are a tough place to grow up. Stealing a mango could get you killed.Kennedy Odede grew up in Kibera, Africa's largest urban slum. A street kid at age 10, he dreamed of factory work for 10 cents a day. But after stealing a mango out of hunger, a stranger's single act of kindness changed the course of his life.Today, Kennedy is the CEO and f ... Show More
