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The Question Mark Guy: Matthew Lesko’s Journey from Failure to Financial Freedom | 130
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In this energizing and eye-opening episode of Manders Mindset, host Amanda sits down with the unforgettable Matthew Lesko bestselling author, TV personality, and passionate advocate for helping everyday people access government grants and funding they never knew existed.
Recognized instantly by his iconic question mark suit, Lesko brings more than just flair he brings decades of wisdom, humor, and hard-won experience. In this candid conversation, he shares how embracing failure, showing up authentically, and having fun became the foundation of his success. He also dives deep into the shocking truth about why most people never access the free help available to them —and how Google might be doing more harm than good.
From business flops to New York Times bestseller to building a thriving community that helps thousands, Lesko reveals how living for something bigger than himself changed everything. This episode is filled with practical advice, real talk, and the kind of inspiration that stays with you long after listening.
In this episode, listeners will learn:
💸 Why Google can actually hurt your chances of finding financial assistance
❓ The surprising origin of the question mark suit and what it really represents
📚 How Lesko turned government documents into a multimillion-dollar publishing empire
❤️ Why giving is the most fulfilling (and selfish!) act we can do
🔍 Where to find real, local help for rent, small business, education, and more
🧠 How mindset and authenticity fuel long-term success
👥 Why community based support is more effective than expert advice alone
🕒 Timeline Summary:
[2:10] Lesko on fear, identity, and why fun comes first
[10:34] Growing up in Pennsylvania and early struggles with school
[18:01] Military service, MBA life, and lessons from two failed businesses
[25:25] The story behind the question mark suit and how it nearly cost him everything.
[35:47] How Google makes it harder to access financial help and where to go instead.
[53:20] Post-COVID funding: how the pandemic reshaped public perception
[1:04:00] Practical advice for beginners navigating government resources
🌐 Join Matthew’s community: https://www.leskohelp.com
📍 Find local aid by ZIP code: https://www.findhelp.org
🚀 Free business startup help via the SBA: https://www.sba.gov/local-assistance
To Connect with Amanda:
🔗 linktree.com/thebreathinggoddess
📸 Instagram: @thebreathinggoddess
Follow & Support the Podcast:
📱 Instagram: @MandersMindset
👥 Join the Manders Mindset Facebook Community HERE
Enjoyed this episode? Don’t forget to rate, follow, and review Manders Mindset wherever you listen. Sharing the show helps others discover the power of one mindset shift at a time. 🌟
Chapters
1. Introduction to Matthew Lesko (00:00:00)
2. Discovering His Authentic Self (00:08:09)
3. Early Life and Education Struggles (00:15:17)
4. Finding Success Through Government Information (00:23:34)
5. How to Navigate Government Resources (00:32:57)
6. Love, Marriage, and Life Lessons (00:41:02)
7. Final Advice and Personal Philosophy (00:46:25)
131 episodes
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