The Learning Leader Show With Ryan Hawk
651: Shaka Senghor - From Prison to Purpose: Breaking Mental Barriers, Working with Mentors, and Leading Through Vulnerability (How To Be Free)
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Shaka Sengor spent 19 years in prison for killing a man. He's transformed his life through not making excuses and taking full ownership of his decisions. Now, he's a New York Times best-selling author who has been called a "soul igniter" by Oprah. His latest book is called How to Be Free.
Notes:
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- The Permanence of Split-Second Decisions – At 17, shot three times on a Detroit corner. At 19, he killed a man in a conflict after creating a narrative that he would "shoot first." Sentenced to 17-40 years for second-degree murder. "I try to teach young people about understanding the permanence of a 30-second decision."
- Books as Portals to Freedom – Read over 1,500 books during 19-year incarceration, starting with street literature (Pimp, Black Gangster) as a gateway to philosophy (Plato, Marcus Aurelius). "Books allowed me to escape in the most literal sense... a portal into other worlds."
- Prison Mentors Changed Everything – Lifers became his guides: "These are men serving life sentences who came equipped with wisdom about what's on the other side... they guided me to books that shattered old narratives and opened possibilities."
- Reading Creates Writing Excellence – Speed-reading skill from age 8 (learned during punishments with encyclopedias) combined with voracious prison reading, led to becoming a NY Times bestselling author. "You have to be a practitioner of the craft every day."
- Journaling as Transformation Tool – "It was the most healing experience I've ever had to speak to my truth, speak to the pain points." Uses 20 different journals, writes everywhere - planes, shower thoughts on phone, margins of books.
- Hidden Prisons We All Carry – "The most powerful prisons aren't the ones made of concrete and steel. They're the ones we carry with us, built from grief, anger, shame, trauma." Everyone has internal prisons that can be opened.
- Vulnerability as Strength, Not Manipulation – Authentic vulnerability vs. weaponized oversharing. "Human beings have this innate ability to suss out the truth. Authenticity and vulnerability is the super unlock... being true to your center."
- Community Through Shared Truth – Prison taught extreme friendship criteria: "Are they willing to serve a life sentence for you or die for you?" Now applies accountability standards: showing up consistently, being loyal to family first.
- Violence Born from Fear – "Reactionary violence is typically born out of fear, being afraid." Prison taught him to see "the child in people" who are acting out, leading to empathy instead of escalation.
- Voluntary Hardship Builds Resilience – Monthly 3-day fasts in solitary confinement prepared him for food deprivation punishment. "None of us get through life without suffering... that extra hour a week can change your life's outcomes."
- Composure Through Self-Awareness – Developed through journaling about times he wasn't composed. "Once you've written it down, you own it. When you own it, you can control it. When you can control it, it's easy to become composed."
- Remove All Excuses – Florence Nightingale quote: "I never gave or took any excuse." Despite a felony record, a violent crime conviction, and 20 years in prison, he chose to "lead a great life" by removing every excuse.
- The Ben Horowitz Friendship – Unlikely brotherhood with VC billionaire, starting from Oprah's introduction, bonding over music and culture until 3 AM conversations. Shows authentic relationships transcend backgrounds.
- Quotes:
- "I try to teach young people about understanding the permanence of a 30-second decision."
- "I was in prison before I stepped foot in a cell, and I was free before they ever let me out."
- "The most powerful prisons aren't the ones made of concrete and steel. They're the ones we carry with us."
- "Books allowed me to escape... a portal into other worlds."
- "Once you've written it down, you own it. When you own it, you can control it."
- "I never gave or took any excuse." (Florence Nightingale)
- "Master your thinking, master your destiny."
- "Violence is typically born out of fear, being afraid."
- "If you can see the child in the person that's acting out... it equips you to have more empathy."
- "None of us gets through life without suffering. At some point, we're all gonna go through adversity."
- "I chose to lead a great life... I removed every excuse."
- Life Lessons:
- Face Your Internal Prisons – Identify the shame, anger, grief, and trauma that create mental prisons. Recognize that these have doors that can be opened through conscious work
- Use Reading as Escape and Growth – Books provide mental freedom regardless of physical circumstances. Start with what interests you, then expand to broader learning.
- Practice Voluntary Hardship – Choose difficult challenges (fasting, extra work, taking stairs) to build resilience for inevitable adversity you don't choose.
- Journal for Self-Awareness – Write down thoughts, patterns, and reactions to own and control them. Use various methods - handwritten, voice memos, and margins of books.
- Build Authentic Community – Surround yourself with people who will hold you accountable and tell you the truth. Apply the highest standards to friendship selection.
- Transform Fear into Empathy – When facing conflict, look for the "child" in the other person. Understanding their fear reduces your reactionary responses.
- Develop Composure Through Practice – Review past moments of losing control to build awareness. Use this knowledge to respond rather than react in future situations.
- Remove All Excuses – Whatever your circumstances, choose to pursue greatness rather than accepting limitations. The past doesn't define the future unless you let it.
- Share Your Truth Vulnerably – Authentic storytelling about pain and growth helps others escape their own prisons. Vulnerability is strength when used to serve others.
- Create Evidence of Resilience – Completing self-imposed challenges builds confidence for handling external adversities. Each victory creates proof you can handle hard things.
- Choose Your Narrative – You can change the story handed down to you. Reject limiting beliefs about what's possible based on background or circumstances.
- Apply to be part of my Learning Leader Circle
Jim Collins told me on episode number 216 that the single greatest determining factor in my long-term success or failure would be my who. Who I chose to surround myself with. And that conversation has had a huge impact on how I've designed my business. And one of the most important elements or services that I provide is my learning leader circle. And I open up applications one time per year and that time is now at learningleaderscircle.com is where you can apply. Now this is the most inefficient element of my business because I personally read every application and I personally choose who will go on to the next round and then who will ultimately be one of the 12 people to be in my next learning leader circle. And I only do it one time per year and that time is now. If you are intentional about surrounding yourself with others who will push you, challenge you, make you think differently. If you're willing to self-reflect and do some work this could be for you. And you can apply at learningleaderscircle.com. We meet once per month on zoom and then we meet one time per year in person for our leadership retreat for members of my learning leaders circle. So if you'd like to apply go to learningleaderscircle.com. Welcome to the learning leaders show. I am your host Ryan Hawk. Thank you so much for being here. Go to learningleader.com for show notes of this and all podcast episodes. Go to learningleader.com. Now on to the nights featured leader Shakha Singhor spent 19 years in prison for killing a man. He since transformed his life through not making excuses and taking full ownership of his decisions. Now he's a New York Times best-selling author who has been called a quote "soul igniter" by Oprah. His latest book is called How To Be Free, a proven guide to escaping life's hidden prisons. During our conversation we discuss what happened on that night many years ago when he decided to shoot a man which ultimately led to his death. Why he did it and what he's learned from it. Then Shakha takes us inside what it was like in prison including seven years in solitary confinement. Then he shares the importance of the mentors in his life both the ones he met in prison and outside of it. This is a raw and honest look at the life of a guy who has made mistakes, learned from them and is helping people in a big way. Ladies and gentlemen please enjoy my conversation with Shakha Singhor. Let's go to your story man because it's super inspiring and there's a lot to get to. So growing up you're an honor roll student. You have dreams of becoming a doctor one day, scholarships, all this stuff and then you are 17 years old and you get shot three times standing on the corner of your block in Detroit. And then 14 months later you made a choice that changed your life forever. What did you choose to do that day? Yeah when I think of that night that pivotal night 1991, two in the morning I got into a conflict and I had created this narrative after I got shot when I was 17 that said if I found myself in the conflict I would shoot first. And 14 months later I got into a conflict and fired would turn out to be four shots that tragically caused the man's death for which I was subsequently arrested, charged with open murder and sentenced to 17 to 40 years in prison for second degree murder. What happened that night? What made you choose to shoot first? You know when I reflect back on that night I think there were a combination of things and one one I always just want to start with this it is one of the most regrettable horrendous decisions that I could have ever made that night and because I think it's important for people to understand that decision was filtered through high levels of gun, trauma, child abuse, etc. And it's not an excuse it's an explanation because I think it's really important for people to
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