5 books every aspiring entrepreneur should read

Finding the perfect books to kick-start your entrepreneurial journey can feel daunting. There are thousands of titles claiming to be the one-stop shop for success. 

But back when I was running my own startups—I discovered a handful of must-read gems that truly stand out. These books don’t just sit on your shelf looking smart; they reshape how you approach business, leadership, and life in general.

Below, I’m sharing the five titles I consider essential for any aspiring entrepreneur. Some of them might already ring a bell. Others might be new. 

Either way, these reads have profoundly influenced my thinking, and I bet they’ll do the same for you.

01 Atomic Habits – James Clear

I’m a huge fan of James Clear’s Atomic Habits for one simple reason: it helps you realize that big results don’t always come from big actions. More often than not, success is built on tiny, consistent improvements that compound over time. 

There’s a quote in the book that still resonates with me: “Every action you take is a vote for the type of person you wish to become.” That reminder has helped me stay disciplined on days when my motivation was absolutely nowhere to be found.

What I also love about Atomic Habits is how actionable it is. Clear doesn’t just wax poetic about “habits.” He provides real tools to make sure you follow through on the changes you want. Whether it’s setting up easy triggers for new routines or learning how to break bad behavior loops, you’ll find a structure that’s surprisingly straightforward.

For entrepreneurs, this concept is gold. Consistency is everything—especially in the early stages. If you can build micro-habits that move the needle forward, you’re already miles ahead of the pack. 

02 The Lean Startup – Eric Ries

When I launched my first venture, I spent months perfecting my product before anyone had even seen it. And guess what? Turns out my “perfect” concept wasn’t so perfect. 

Enter Eric Ries’s The Lean Startup. This book showed me that constant iteration and a “build-measure-learn” approach is the real key to thriving in a fast-paced market.

There’s a memorable line from Ries: “The only way to win is to learn faster than anyone else.” 

That sense of rapid feedback and quick course-correction forms the backbone of The Lean Startup. Don’t spend endless hours (and cash) on an untested idea. Instead, get it out there, gather data, and refine. Rinse and repeat.

For entrepreneurs, especially in the digital space, this is massive. 

If you’re not prepared to pivot swiftly when the data tells you your audience wants something else, you risk blowing time and resources on a product no one wants to buy. And in a world where tech and consumer preferences move at breakneck speed, who can afford that?

Besides, testing your ideas early can create a positive feedback loop with your customers—like they’re part of building something new and exciting. 

03 Start with Why – Simon Sinek

We’ve all got ideas swirling in our heads, but how do you make sure people actually care about what you’re offering? 

Simon Sinek’s Start with Why makes the case that people are driven by deeper motivations than just “What does this product do?” They also want to know “Why does this company do what it does?”

That’s a direct challenge to typical marketing approaches that focus purely on features and benefits. Don’t get me wrong—those matter. But more often than not, it’s the sense of purpose that draws people in.

When I was in my 20s, hustling to get my first venture off the ground, I wish I’d known about the “why” factor. I spent way too much time selling features and specs, and not nearly enough explaining the heart behind my product. 

Once I started telling people what drove me, they were more willing to listen—and eventually become loyal customers.

Trust me, if you’re just starting out, ask yourself: “Why do I want to build this business?” 

If you can’t articulate that in a simple, compelling way, you might struggle to connect with your audience. So really do the deep dive here. It’s the difference between running a company that’s just another fish in the sea and running one that sparks real excitement.

04 The 4-Hour Workweek – Tim Ferris 

Tim Ferriss’s The 4-Hour Workweek might sound like the ultimate dream—only four hours of work a week, right? 

Let’s be realistic: for most of us entrepreneurs, that’s not happening anytime soon. 

But the real gem in this book is Ferriss’s approach to designing a more flexible, efficient lifestyle. That’s something we can all benefit from.

One of my favorite lines is when he emphasizes, “Focus on being productive instead of busy.” That advice alone has saved me from countless hours of busywork that did nothing but feed my ego. We often equate working around the clock with productivity, but in many cases, it’s more about poor time management or not trusting others to do the job.

By applying some of Ferriss’s automation and delegation strategies, I started cutting out meaningless tasks and focusing on what truly moves the needle—like meeting potential clients or innovating new product features. 

You don’t have to adopt the entire “4-hour” concept, but you can definitely take some of his tactics to design a workload that doesn’t burn you out.

05 How to Win Friends & Influence People

No matter how advanced our tech gets, business still boils down to people. 

That’s why Dale Carnegie’s How to Win Friends and Influence People remains timeless—even in our digital age. While you may be closing deals over Zoom, the core principles of human connection haven’t changed.

When I started my second startup, I realized just how much credibility and rapport mattered. It wasn’t about perfect pitch decks or stellar ROI charts (though those helped). It was about being genuine—taking a moment to actually understand potential partners or customers on a human level. 

If they felt heard, I was halfway to making the sale or winning a new ally. This book will help you to do just that; make people feel heard. 

Wrapping things up

These five books might not solve every challenge you’ll face as an entrepreneur, but they’ll give you a solid foundation—and a way to think more strategically about your business and your life. 

From building tiny habits and honing your “why,” to adopting rapid feedback loops, streamlining your workload, and connecting with people on a deeper level, there’s a ton of value packed into these pages.

Sure, it’s tempting to get lost in the day-to-day hustle of building a startup or side hustle. But don’t underestimate what regular reading and reflection can do for your long-term growth. 

If you stay open and curious, you’ll uncover more efficient, meaningful ways to build and grow your business—without burning yourself out in the process.

Until next time. 

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Picture of Ethan Sterling

Ethan Sterling

Ethan Sterling has a background in entrepreneurship, having started and managed several small businesses. His journey through the ups and downs of entrepreneurship provides him with practical insights into personal resilience, strategic thinking, and the value of persistence. Ethan’s articles offer real-world advice for those looking to grow personally and professionally.

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