Most students aren’t struggling because they’re lazy or unmotivated—they’re struggling because nobody ever taught them how to believe in themselves.
I speak directly to high school and college students who feel overlooked, underestimated, or unsure about their future—and I help them flip the script. Using a blend of clarity, comedy, and street-level truth, I break down mindset, skillset, and toolset in a way that will actually stay with them for life. Because motivation wears off, but transformation sticks. I don’t just hype them up—I help them rewire how they see themselves, so they can rise up with confidence, purpose, and a plan. I’m here to activate them. Because when a student finally believes in who they are and what’s possible for their life—everything changes.
Meet Len Sanford Jr
Hi, my name is Len Sanford Jr., and I’m a transformational speaker, real estate investor, and asphalt foreman by trade—but more than anything, I’m someone who beat the odds and now pays it forward.
Years ago, I was a C student, a class clown, and a college dropout who landed a record deal in a rap group back in ‘92. I’ve worked everything from roofing to Uber driving to meter reading. I’ve been broke. I’ve been homeless. I’ve even survived prostate cancer. But through it all, I never stopped learning. I soaked up wisdom from mentors, books, and hard-earned life experience—and I discovered what really works when it comes to building confidence, purpose, and momentum.
I know firsthand what it feels like to be overlooked and underestimated, and that’s why I speak to high school and college students who feel the same way. My goal is to help them believe in who they are and what’s possible for their life—so they don’t just dream about their future… they start building it.
When I’m not speaking, you can catch me hanging out with my family, traveling, laughing, eating good food, or plotting my next fix-and-flip project. I’m excited to connect and be part of your next event—because together, we can activate something powerful in the next generation.
Len's Talks
I’m Not Here To Motivate Students. I’m Here To Transform Them.
From Overlooked to Unstoppable
Some students get the spotlight. Others get counted out. In this high-energy, no-fluff keynote, Len Sanford Jr. speaks directly to students who feel underestimated, overwhelmed, or unsure about their future. Through real-world stories, humor, and transformational tools, he helps students break through self-doubt, rewire how they see themselves, and realize that where they start doesn’t have to be where they finish.
This isn’t just motivation—it’s a mindset shift. Students walk away with belief, direction, and the confidence to start building a future they’re actually excited about.
Cash Rules Everything… Except the Ones Who Know the Game
Most people think the system is broken. Truth is—it’s working exactly how it was designed. In this no-fluff, eye-opening session, Len Sanford Jr. exposes the real rules behind the money game—rules that schools don’t teach and most adults don’t even know. With humor, clarity, and straight-up truth, Len breaks down how we’ve been conditioned to stay in debt, chase credit, and live as consumers instead of creators. He pulls back the curtain on a system that’s been rigged to keep us playing small—and shows students how to flip the script.
This isn’t just financial literacy. It’s financial freedom. Students will walk away with a fresh mindset, smarter money moves, and the power to stop getting played—and start playing to win.
Len's Testimonials
I’m Not Here To Motivate Students. I’m Here To Transform Them.
Len possesses a remarkable ability to communicate complex ideas in a way that is both articulate and accessible, making him a standout in his field. His passion for his work is evident. His eloquence in delivery captivates and inspires, ensuring that his audience grasps the essence of what he is conveying.
Dr. Otis Holden
In my experience with Len, he shared with me how he could help and what I should know, where others might have told me what I want to hear. Len conveys his message clear and concise and I thank him.
Jim Fernandez
Len is a powerful and great speaker. His famous quotes and words of encouragement reflects the ability of speaking to touch hearts. He creates an emotional connection with his audience that will leave an everlasting impression and makes them believe that anything is possible.
Juanita Royster
Let's Connect
Hi, my name is Len Sanford Jr., and I’m a transformational speaker, real estate investor, and asphalt foreman by trade—but more than anything, I’m someone who beat the odds and now pays it forward.
(773) 619-2626
