Ever dreamed of living life on your own terms? This week’s episode of The Double Win Show brings you Justin Donald, author of The Lifestyle Investor, who shares his journey from a blue-collar childhood to retiring at age 37—before he even hit his first million! Justin’s approach to life and wealth centers on building assets that produce cash flow, allowing you to stop trading time for money and start generating truly passive income.
Episodes
16. HENRY OLIVER: Your Next Starts Now
If you’ve ever felt like you’ve missed your moment, this conversation with writer and journalist Henry Oliver is a must-listen. Known for his cultural analysis and thoughtful perspectives, Oliver dives deep into the idea that success and growth aren’t reserved solely for the young. In his book Second Act, he champions the concept of late blooming, emphasizing that thriving in the second half of life is not only possible—it’s a journey filled with reinvention and resilience.
15. ARTHUR BROOKS: The Science of Real Happiness
Arthur Brooks, Harvard professor and bestselling author, presents the “big four” pillars of a truly fulfilling life: faith, family, friendships, and meaningful work.
14. KEN COLEMAN: Find The Work You’re Wired To Do
Ken Coleman, author and host at Ramsey Solutions, to discuss his latest book, Find the Work You’re Wired to Do. Drawing from personal experiences and years of coaching, Ken introduces his simple yet powerful framework that helps individuals align their talents, passions, and motivations to achieve fulfillment in their careers.
13. SHASTA NELSON: The Power of Friendships
It’s easy to view friendships as an “extra,” but they’re a crucial investment in our health and happiness. In this episode, Shasta Nelson, a renowned friendship expert and author, explores the profound impact of our relationships on every area of our lives.
12. STU MCLAREN: More Money, More Impact
What if the amount of money you earn has a direct bearing on the size of the impact you have in the world? That’s what accomplished entrepreneur and paid-membership pioneer Stu McLaren argues. He shares inspiring examples of how his business has funded charitable initiatives, including building schools in Kenya and creating unforgettable experiences for loved ones.
11. JIM KWIK: Unlock Your Brain’s Full Potential
Ready for a masterclass in cognitive optimization? Jim Kwik’s journey from a traumatic brain injury to becoming a leading expert in mental fitness is not just inspiring—it’s proof that with the right techniques, anyone can unlock their brain’s potential.
10. LAURA VANDERKAM: Flexing With Time and Tasks
From the challenges of balancing demanding careers and family life to the importance of flexing our schedules, time-management expert and author Laura Vanderkam shares practical tips for getting the double win, including when to plan for the week, what tasks to delegate to free yourself up, how to incorporate more movement into your day, and even the benefit of giving yourself a regular bedtime.
9. AMY PORTERFIELD: Preserve Space with Non-negotiables
How often do you say no to something good so you can say yes to something better? Work-life balance takes boundaries, and successful entrepreneur Amy Porterfield shares the importance of nonnegotiables in getting the double win.
8. JUSTIN MATHEWS: Real Success Is Other People
Fr. Justin Mathews, CEO of Reconciliation Services in Kansas City, Missouri, highlights the essential role of relationships in achieving personal and professional success, drawing from his own experiences as an social entrepreneur, Orthodox priest, and artist (surprisingly, he’s a rock musician).
