Andrew Henderson

Think Free.Build Leverage.

Design a business that fits your modern life.

    Latest Newsletters

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    Building Momentum

    I Found This at the Bottom of a Doom Scroll

    I went down a doom scroll this week and what I found at the bottom was not what I expected.

    · 3 min read
    title

    Scaling & Mastery

    What is the Meaning of Life?

    We've all asked it. Sometimes in different words. Why am I here? What's the point of all this? Three thinkers helped me find my answer.

    · 3 min read
    title

    Breaking Free

    Are You the Side Project of Your Own Life?

    Most of us are living as secondary characters in our own lives. Here's how it happened.

    · 4 min read
    title

    Scaling & Mastery

    You're Not Watching the Movie. You're Watching 1987.

    Every era has an operating system the people in it can't see. 1987 thought American suburbia was the center of the universe. What does 2025 think? Here's what I learned watching He-Man fight rubber monsters in a New Jersey high school parking lot.

    · 6 min read
    title

    Breaking Free

    Do A Students Really Work for C Students?

    "A students end up working for C students." It hit close to home. But the more I sat with it, the more I realized it's pointing at something way more interesting than grades.

    · 4 min read
    title

    Breaking Free

    Michelangelo Never Tasted Tomato Sauce

    Most famous Italians from history never tasted tomato sauce. That matters more than you think — especially if you've ever felt guilty for changing careers. In this week's newsletter, I unpack why so much of what feels permanent is actually just... inherited.

    · 2 min read
    title

    Building Momentum

    The Healer and the Warrior

    Are you the healer or the warrior? The optimist or the critic? What if the answer is both — and the real trap is thinking you have to choose?

    · 5 min read
    title

    Breaking Free

    The Ouija Board Called Civilization

    A childhood Ouija board taught me something about how the world works. And once you see it, you can't unsee it.

    · 5 min read
    title

    Breaking Free

    The Comfort of Having an Enemy

    Two months into an expensive legal battle, I noticed something uncomfortable: I feel less anxious fighting than I do on a quiet afternoon. This week, I explore why conflict often feels easier than facing ourselves.

    · 4 min read
    title: When Life Starts “Life-ing”

    Scaling & Mastery

    Finding the Lesson in the Chaos

    When Life Starts “Life-ing”

    A few weeks ago, my wife and I had to pack up and leave our home overnight. What followed was weeks of living out of Airbnbs, sorting through chaos, and trying to keep our sanity — and businesses — intact. In the middle of it all, I rediscovered what freedom really means. It’s not about control or comfort. It’s about being equipped to handle whatever life throws your way.

    · 2 min read
    title

    Breaking Free

    Future Generations Will Wonder: What Were We Thinking?

    We built a system that was supposed to make life easier. Instead, it turned luxuries into necessities and trapped us in fear of falling behind. In this article, I break down how everyday problem-solving spiraled into invisible chains — and what it means for anyone trying to reclaim their freedom

    · 7 min read
    title

    Breaking Free

    After 40 years, it took me 18 months to learn this

    Most people spend their whole lives in work they don’t enjoy. Here’s what 18 months outside the script taught me.

    · 5 min read
    title: What I Learned Testing Every Path to Freedom

    Scaling & Mastery

    The Freedom Paradox

    What I Learned Testing Every Path to Freedom

    Most people chase freedom the wrong way. Some escape their boss, some build businesses, others try to “find their passion” — but each path alone leaves you stuck in a different kind of cage. Real freedom comes when you learn how to integrate them all.

    · 6 min read
    title: Your Invitation to 5D Living

    Breaking Free

    From Finding Meaning to Creating It

    Your Invitation to 5D Living

    I used to think meaning was something you found. Now I know it’s something you create. When I launched my business last year, my mission was simple — escape the 9-to-5, work for myself, replace my income. Instead, I discovered something far greater… meaning.

    · 4 min read
    title

    Building Momentum

    You're Building a Business. So Why Do You Feel More Like an Artist?

    Most creators think they’re building a business. But it starts feeling a lot more personal. More vulnerable. More like art. I didn’t expect that either. But it explains everything. If you’ve been feeling torn between growth and soul, read this.

    · 4 min read
    title: For Mass Consumption

    Building Momentum

    Stop Watering Down Your Message

    For Mass Consumption

    Most creators are dumbing down their message. Playing it safe with their mission. And getting lost in the noise. I was in danger of becoming one of them. Then a friend called me out. If you’ve been feeling the pull to speak more truthfully, read this.

    · 4 min read
    title

    Building Momentum

    Have We Become Addicted to ChatGPT?

    Feeling like everyone's content sounds the same lately? You're not imagining it. AI-generated posts are flooding your feed and they're dulling our voices in the process. In this piece, I share how I got hooked on ChatGPT, why I pulled back, and what I'm doing now to reclaim my voice in a sea of sameness.

    · 3 min read
    title: When You're Meant For More

    Scaling & Mastery

    Stop Trying To Make Money Like Everyone Else

    When You're Meant For More

    Most people sell their time, their energy, and eventually their identity — just to make money the way everyone else does. You're here to do it differently. This is for the ones who'd rather take the uncertain road than betray who they are.

    · 2 min read
    title: From Dopamine Dealer to Digital Philosopher

    Scaling & Mastery

    The Creator's Ladder

    From Dopamine Dealer to Digital Philosopher

    Most creators don’t need another content calendar. They need a mirror. Because consistent posting means nothing if you’re still saying what everyone else is saying. After working with dozens of creators — and burning out myself — I noticed a pattern: There’s a ladder we’re all climbing. Most people never make it past Level 2. Here’s how to spot where you are — and what it takes to move forward.

    · 4 min read
    title

    Breaking Free

    When Did Speaking Publicly Become a Fireable Offense?

    In today’s workplace, it’s not just whistleblowers who get punished. It's educators, engineers, analysts, creators — anyone bold enough to speak plainly about the world, their work, or themselves. We’re not just afraid to speak negatively about our employers. We’re afraid to speak at all. What is silence is costing us? Here's why reclaiming your voice might be the most important thing you do — for your career, your sanity, and society as a whole.

    · 4 min read
    title

    Breaking Free

    Cheerleaders, Capitalism, & Corporate Greed

    A $10 billion franchise. $15-an-hour dancers. A Netflix show that exposed it all — and reminded me exactly why I walked away from corporate life.

    · 4 min read
    title: The 21st-Century Shift Reshaping Life & Work

    Breaking Free

    What Happens When Work Stops Making Sense?

    The 21st-Century Shift Reshaping Life & Work

    We told people their job was their identity. Then we built machines to do those jobs better. Now we're staring at a future where millions have no economic role — in a culture that says economic value is the only kind that matters. So what happens next? This isn't about giving up. It's about waking up.

    · 5 min read
    title: Why No One Listens Online Anymore

    Building Momentum

    The New Rules for Earning Attention

    Why No One Listens Online Anymore

    Most creators think the secret is better content. It’s not. It’s proof. People don’t follow advice — they follow evidence. This is how you give it to them.

    · 4 min read
    title: A Three-Stage Blueprint

    Breaking Free

    How to Reclaim Agency in Your Life

    A Three-Stage Blueprint

    I spent 15 years following the rules before I realized the truth about "success." Here's what I learned after walking away from my corporate career — and how I built something better. My three-stage blueprint for reclaiming agency in your life.

    · 6 min read
    title

    Scaling & Mastery

    How I Built Every Career I’ve Had By Teaching Myself

    I didn’t follow a traditional career path. I taught myself every skill I’ve used to build a life I actually want—and I’ve done it more than once. Here’s how I made it work (and why it can work for you too).

    · 4 min read
    title: Here's What I'm Doing About It

    Building Momentum

    I’m Sick of the Noise on Social Media

    Here's What I'm Doing About It

    Everyone’s shouting online. But what happens when no one’s really listening? I’ve watched the creator space get louder, faster, and more desperate—and I’ve had enough. This isn’t just a rant. It’s a line in the sand. If you’re tired of the noise too, here’s what I’m building instead—and why I only want people who give a damn.

    · 3 min read
    title: Here’s Why I’m Still All In

    Breaking Free

    I Bet Everything on the Creator Economy

    Here’s Why I’m Still All In

    One year ago, I walked away from a steady paycheck to bet everything on myself. I thought I’d replace my income by now—I didn’t even come close. But what I learned along the way is worth more than any overnight success story. If you’re thinking about taking the leap, read this first.

    · 6 min read
    title: Without Faking It

    Breaking Free

    6 Ways to Build Authority in Your Niche

    Without Faking It

    Most people think authority means shouting louder. But real authority is earned—and it’s the difference between being followed and being trusted. This week, I’m breaking down: 6 ways to build real authority in your niche (no faking, flexing, or selling your soul required).

    · 2 min read
    title: How Not Buying a House Secured My Future

    Breaking Free

    Trading the American Dream for a Better One

    How Not Buying a House Secured My Future

    I thought buying a house was the final stamp of adulthood. In this letter, I share how losing out on a home forced me to rethink success, stability, and what freedom really looks like.

    · 4 min read
    title

    Breaking Free

    How To Get a Second Chance at Life the First Time Around

    Most people don't regret what they tried—they regret what they never dared to do. If you’re standing at the edge of something big—but hesitation is holding you back—this one’s for you.

    · 3 min read
    title: And What I Learned

    Building Momentum

    When the Momentum Fades

    And What I Learned

    What I’ve learned about slowing down and recalibrating — the part no one talks about. If you’ve ever hit a wall, this one’s for you. Watch the podcast!

    · 2 min read
    title

    Breaking Free

    The Role of Faith in a Purpose-Driven Business

    Most people avoid uncertainty. Entrepreneurs walk straight into it. Here’s what I’ve learned about building a business that requires faith—and what to do when it feels like you’re walking alone in the dark.

    · 5 min read
    title

    Breaking Free

    Take the Stage

    For years, you stayed behind the scenes—helping others shine, downplaying your own ambitions, convincing yourself it was more noble to be in the background. But what if the people you’ve been supporting aren’t any more talented than you? What if the only difference is they had the audacity to step forward first?

    · 3 min read
    title: The Fantasy vs. Reality

    Building Momentum

    What is the life of a full-time content creator really like?

    The Fantasy vs. Reality

    Being a full-time creator isn’t just about making stuff—it’s about running a business. If you don’t treat it like one, you’ll never make it. In this week’s newsletter, I’m breaking down the real day-to-day of a full-time creator.

    · 5 min read
    title: The Cost of Real Transformation

    Building Momentum

    For the Ones Who Didn’t Save Anything for the Swim Back

    The Cost of Real Transformation

    Building a personal brand stripped me down to the bone. Here's what I’ve learned from the edge of burnout, ego death, and becoming someone new.

    · 3 min read
    title: Design a Life No One Can F**k With

    Breaking Free

    Become Unfireable, Unhireable, and Untouchable

    Design a Life No One Can F**k With

    Most people are one email away from financial disaster. One bad quarter, one new boss, and your entire livelihood disappears. The solution? Build a life where no one else holds the keys to your freedom. Here’s how.

    · 5 min read
    title: How to Build an Audience That Pays

    Building Momentum

    You Don’t Need More Followers

    How to Build an Audience That Pays

    Most people think the secret to success online is more followers. It’s not. More followers won’t pay your bills. More likes won’t build a sustainable business. In this issue, I break down why chasing numbers is a trap—and how to attract an audience that actually cares about what you offer.

    · 5 min read
    title: And Gen Z Pulled The Trigger

    Breaking Free

    Corporate Culture Is Dead

    And Gen Z Pulled The Trigger

    For decades, professionals fought for a seat at the corporate table. But today? The smartest ones are walking away. Gen Z isn’t climbing the ladder—they’re obsessed with building their own. The best talent isn’t waiting for promotions—they’re creating businesses that don’t require permission. The corporate system is crumbling. The future belongs to the builders. Are you ready to adapt—or will you get left behind?

    · 6 min read
    title: 99% of Creators Don't See This Coming

    Scaling & Mastery

    The Algorithm Shift of 2025

    99% of Creators Don't See This Coming

    The rules of the creator economy are about to change dramatically. In this eye-opening analysis, I break down a massive shift happening in the creator economy—one that 99% of creators don't see coming. I'll explain why platforms are quietly moving away from the traditional ad revenue model toward a commerce-first approach—and what this means for creators.

    · 5 min read
    title: Happiness is The New Social Currency

    Scaling & Mastery

    How to Live Like The New 1%

    Happiness is The New Social Currency

    Forget chasing promotions and paychecks. The new one percent aren’t just rich—they’re fulfilled. Discover why happiness is the ultimate flex and how to build a life that pays in freedom, purpose, and joy.

    · 6 min read
    title: And Get Paid for It

    Building Momentum

    How to Spend Every Day Doing What You Love

    And Get Paid for It

    Most people think they have to choose—either do what they love or make a living. But what if you didn't have to pick? What if your work could be a full expression of everything you love—your skills, passions, and creativity—all while getting paid? This isn't some pipe dream. It's the power of building a personal brand.

    · 5 min read
    title: How to Stop Scrolling & Start Cashing In

    Building Momentum

    The Hidden Wealth of the Creator Economy

    How to Stop Scrolling & Start Cashing In

    The creator economy isn't just for influencers taking selfies. It's for anyone ready to turn their skills, ideas, and expertise into real income. If you're tired of being just another consumer, it's time to make the shift. Here's how to go from scrolling to cashing in.

    · 3 min read
    title: An Illusion That's Keeping You Stuck

    Breaking Free

    The Early Retirement Mirage

    An Illusion That's Keeping You Stuck

    Feeling stuck in a career that drains you? I've been there. After years of chasing "safe" options, I realized the real risk was staying in a life that left me miserable. Here's how I bet it all on myself, found freedom, and discovered the secret to unlocking your dreams.

    · 4 min read
    title

    Scaling & Mastery

    Trading on Trust: How AI is Turning Social Media into Communist Russia (For Creators)

    In a world flooded with AI-generated content, the real creators will stand out by trading on something irreplaceable: trust. Learn how the lessons of Communist Russia can help you thrive in the AI era. Don't miss this week's newsletter.

    · 5 min read
    title

    Breaking Free

    How to Overcome Your Fear of Starting a Personal Brand

    Starting a personal brand can feel terrifying. In this article, I'll show you how to overcome the fear holding you back, take bold steps toward building your brand, and turn those "what ifs" into action.

    · 5 min read
    title

    Breaking Free

    How To Get Off the Corporate Treadmill and Start Your Personal Brand

    Miserable in your 9-to-5? You're not alone. The stress, the lack of purpose, the feeling you're just trading time for money—it doesn't have to be your story. In this post, I'll show you how to break free, build a career you're proud of, and take back control of your life.

    · 5 min read
    title: From Dive Bars to Sold-Out Arenas

    Building Momentum

    Build Your Personal Brand Like a Rockstar

    From Dive Bars to Sold-Out Arenas

    Ever wonder how musicians go from playing empty dive bars to selling out arenas? Building a personal brand works the same way. In this article, I break down how to grow your brand with the same passion and persistence as a rising rockstar.

    · 4 min read
    title: From Rock Bottom to Best Year Ever

    Breaking Free

    How I Broke Free of My 9-to-5 Nightmare

    From Rock Bottom to Best Year Ever

    Have you ever woken up on a Monday morning and felt like your job was sucking the life out of you? That was me—every day—for months. In this article, I share the story of how I hit rock bottom after losing my job in February 2024. Spoiler alert: it wasn't the end—it was the best thing that ever happened to me.

    · 5 min read
    title

    Scaling & Mastery

    How to Future-Proof Your Career and Income in the Age of AI

    AI isn't just a futuristic concept anymore—it's here, and it's replacing jobs faster than we ever imagined. In this article, I explore why hyper-specialized skills are no longer enough, how algorithms are reshaping the workforce, and what you can do to stay ahead of the curve.

    · 5 min read
    title

    Building Momentum

    How to Start a Million Dollar One-Person Business in 2025

    The secret to starting a million-dollar business in 2025 lies in building a personal brand, growing an audience, and selling products online. It's about freedom. It's about creating a life where you control your time, finances, and creative focus. Here's your guide to get started.

    · 5 min read
    title: By Building a Personal Brand

    Building Momentum

    14 Steps to Achieving Your Dream Life

    By Building a Personal Brand

    Being the envy of everyone you know isn't about flashy cars, designer clothes, or lavish vacations (though those might be nice perks). It's about something much deeper: autonomy, financial independence, and authentic self-expression.

    · 10 min read
    title

    Breaking Free

    Learn Unshakable Self-Confidence from Kobe Bryant

    Kobe Bryant is one of the greatest players in the history of basketball – 5-time NBA champion, 18-time All-Star, 12-time All-Defense, 2008 MVP, 2-time Finals MVP. He even had a 81-point game. But if you think any of these were the defining moment in his career you'd be wrong.

    · 3 min read
    title: And Aligned My Work with My Purpose

    Scaling & Mastery

    How I Became a Spiritual Entrepreneur

    And Aligned My Work with My Purpose

    Spiritual entrepreneurship isn't as "woo woo" as it might sound. It simply means aligning your work with your purpose in life. I discovered this earlier this year when I was visited by spiritual being who gave me my mission.

    · 8 min read
    title: Why You Should Learn Coding Skills

    Building Momentum

    How to Stand Out as a Content Creator

    Why You Should Learn Coding Skills

    Content creation has become extremely competitive. If you're a creator today, there's a good chance you're simply blending in. Acquiring a light set of effective web development skills will allow you to build a site that stands out and help elevate your online presence.

    · 4 min read
    title

    Building Momentum

    How To Animate Content As It Scrolls Into View

    Animating content as it enters the viewport is a great way to showcase your site's content in an eye-catching way. Popular brands like Apple have been doing it for years. The good news is it's never been easier to add this effect to your own site.

    · 2 min read