Why Chris Sacca's Story Hits Different (And What It Can Teach You About Building Real Success)
¡Conectemos!
Hello, creative humans.
This week, I've been thinking a lot about Chris Sacca.
If you don't know him — he's the guy who went from being a lawyer drowning in debt to becoming one of the most successful venture capitalists in Silicon Valley. He backed Twitter, Uber, Instagram, and Kickstarter before most people even understood what those companies could become.
But here's the thing: Chris Sacca isn't just a billionaire investor.
He's a reminder that real success doesn't come from following the script — it comes from trusting yourself when everyone else thinks you're crazy, leaning into the mess, and showing up as exactly who you are.
Whether you're building a coffee brand, running a design agency, or launching your first product — these lessons matter. Because at the end of the day, business isn't about perfection. It's about conviction, authenticity, and execution.
Let's break it down.
Lesson 1: The Rules Are Made Up — So Write Your Own
Here's what most people don't want to hear: the "right way" to do business doesn't exist.
Chris Sacca didn't follow the traditional VC playbook. He didn't wait for permission. He didn't dress the part. He wore cowboy shirts to boardrooms and invested based on instinct when everyone else was running spreadsheets.
And guess what? It worked.
brandON takeaway:
Stop waiting for someone to validate your approach. If you're building something real, trust your gut. The world doesn't need another cookie-cutter business — it needs your version of what's possible.
Lesson 2: Trouble Is Your Teacher, Not Your Enemy
Most entrepreneurs I meet are terrified of failure. They avoid risk. They play it safe.
Chris Sacca? He accumulated massive debt early in his career — and instead of letting it destroy him, he used it as fuel. He's talked about how trouble informs everything we do. The adversity you're running from? That's where the real lessons are.
I see this every day at 787 Coffee. The hardest moments — the supply chain disasters, the hiring mistakes, the weeks where nothing goes right — those are the moments that build resilience, sharpen your instincts, and teach you how to actually lead.
brandON takeaway:
Don't avoid the hard stuff. Lean into it. That's where you learn to see opportunities others miss. That's where you build the kind of strength that can't be taught in a workshop or a book.
Lesson 3: Authenticity Isn't a Strategy — It's Your Competitive Edge
Let's talk about those cowboy shirts.
Chris Sacca wore them on Shark Tank. He wore them to investor meetings. He wore them because that's who he is — and he didn't apologize for it.
People remember authenticity. People trust it. People respect it.
In a world full of people trying to look the part, be the part, and fit into some imaginary mold of "professionalism" — showing up as yourself is the most powerful move you can make.
brandON takeaway:
Be real. Be weird. Be you.
Your brand isn't built by pretending to be someone else. It's built by being so unapologetically yourself that people have no choice but to pay attention.
Lesson 4: Surround Yourself with People Who Keep It Real
Chris Sacca has said one of the most important things you can do is surround yourself with people who will call you out — even when it's uncomfortable.
Not yes-men. Not cheerleaders. Not people who tell you what you want to hear.
Real ones. The kind of people who say, "No, that's weak. Do better."
I've learned this the hard way at 787 Coffee. The best leaders on my team aren't the ones who agree with me — they're the ones who challenge me, push me, and make me think harder about every decision.
brandON takeaway:
Build a circle of people who care enough to tell you the truth. That's how you avoid echo chambers. That's how you grow. That's how you stay sharp.
Lesson 5: Ideas Mean Nothing. Execution Is Everything.
Here's a truth bomb: Chris Sacca doesn't invest in ideas. He invests in execution.
Anyone can have a great idea. But can you actually build it? Can you get customers? Can you prove there's real demand? Can you execute when things get messy?
That's what separates dreamers from builders.
I see this all the time. People come to me with "the next big thing" — but when I ask about customers, traction, revenue, proof... there's nothing. Just a deck and a dream.
brandON takeaway:
Show results. Don't just talk about them.
People believe what they see — not what they hear you say. Build something real. Prove it works. Then scale it.
Don’t forget to energize your brain and turn that brandOn with 787 Coffee! order online, link below
The Real Lesson: You Don't Need Permission to Build a Legacy
Chris Sacca is a billionaire — but his lessons aren't about money.
They're about identity, courage, conviction, and relentless forward motion.
They're about understanding that:
✅ You don't need permission. Your greatness isn't waiting for approval.
✅ Adversity isn't your enemy. It's your curriculum.
✅ Authenticity is your superpower. Be real. Be weird. Be you.
✅ Execution beats ideas every single time. Action always wins.
If you're reading this and thinking, "Yeah but..." — stop.
That's your limiter talking.
If Chris Sacca can break the rules and build a legacy, you can break your patterns and build yours.
Want More Anti-Guru Business Insights?
Subscribe to my weekly newsletter for exclusive insights on entrepreneurship, leadership, and building powerful brands that customers love. Join successful business owners who turn industry knowledge into real results.
Every week, I share what's actually working (and what's failing) in building 787 Coffee and brandON. You'll get insights on brand building, team leadership, and the mindset shifts that matter — delivered straight to your inbox with the same honesty you just read.
Because we're not here to chase trends or sell you dreams. We're here to build something real, one lesson, one coffee, one authentic connection at a time.
¡LO HAS CONSEGUIDO!
Stay caffeinated, brandON.
Want the insider playbook that's helping thousands build wealth without traditional degrees?
Every month, I share the exact strategies, mindset shifts, and real-world tactics that successful entrepreneurs use to create financial freedom—including interviews with millionaires who started with nothing but ambition.
Join 15,000+ game-changers getting the SoyBrandon newsletter. No fluff. No theories. Just proven methods that work.
[Subscribe free here →] Because your breakthrough moment could be in the next email.