Top Books Every Side Hustler Needs to Read

3 Ways To Make Money Online

Affiliate Marketing

Be a Freelancer

Start a Blog

It’s no secret that the most successful people read books.

Just look at Elon Musk, who claims to have read for 10 hours a day before becoming CEO of Tesla. Mark Cuban, who dabbles in a variety of different industries and business projects, read for 3 hours a day at the beginning of his career, teaching himself about the different industries he was getting into.

So, when you’re starting your side hustle or even if you’ve been at it for quite a while, reading books will help you learn from those who have been successful. You’ll pick up some tricks and reduce the amount of mistakes you’ll have to make.

So, in this article, I’ve put together what I think are some of the best books for side hustlers. Let’s get into it…

Top Books Every Side Hustler Needs to Read

1. Side Hustle: From Idea to Income in 27 Days
2. 100 Side Hustles: Ideas for Making Extra Money
3. What If It Does Work Out? How A Single Side Hustle Can Change Your Life
4. Crushing It!: How Great Entrepreneurs Build Their Business and Influence-and How You Can, Too
5. The Motivation Myth: How High Achievers Really Set Themselves Up to Win

1. Side Hustle: From Idea to Income in 27 Days 

Side Hustle Book

Here’s one book that could prove to be a frontrunner in the list of the most innovative side hustle books. There’s no beating around the bush; only straight-up facts. 

In the words of Chris Guillebeau, this book is a step-by-step guide that can help you transform your idea into a source of income in just 27 days. 

Consider the book as a lighthouse that guides your potential to harness your strengths. You can choose the side hustle of your liking and earn yourself the extra money you’re looking for. 

What Will This Book Teach You?

The book claims that you can pick up all of the following in just 27 days: 

  • (DAY 3): Participate in a vigorous brainstorming session to build an armada of side hustle ideas. 
  • (DAY 6): Learn how to utilize “Tinder for Side Hustle” to select the best ideas from your list.
  • (DAYS 13-14): Collect pieces of information and assets that you need for the launch of your idea. 
  • (DAY 18): Understand how to channelize your money-making side hustle. 
  • (DAY 21): Become a master of attracting people to your idea and your products. Learn the art of offering deals and discounts. 
  • (DAYS 24-26): How to improve your game, raise the stakes, and earn more money from your side hustle. 

Why is This One of the Best Side Hustle Books? 

A side hustle isn’t just another way for you to earn the quick buck. It’s also an added source of financial security. 

If you receive consistent paychecks from your side business, it gives you more options when it comes to your regular job. So, if you ever lose your job, your side hustle is your safety net. 

The book reiterates that you don’t need a college degree to launch a profitable side hustle, just some time and wit. If you’re looking to develop new skills and polish your side hustle ideas, Side Hustle: From Idea to Income in 27 Days could be a decent place to start. 

2. 100 Side Hustles: Ideas for Making Extra Money

100 Side Hustles

Here’s another book from self-employment guru, Chris Guillebeau, that possesses the deserves a place in the list of the best side hustle books. Similar to his other books, it seems to be a straight arrow, targeting the idea of a side hustle. 

This innovative book features 100 stories of everyday people launching successful side hustles. Many of the ideas are ones that almost anyone can achieve. 

100 Side Hustles contains 100 innovative and fresh ideas from individual minds who’re doing the same thing you want to do. Start a side hustle and keep it swinging. You can learn from people who’ve already proven to be successful.

What Will This Book Teach You?

  • The long list of new ideas from this book will help you open your imagination and get thinking about what you want to achieve. 
  • You can learn from the people in the book who are already running successful side hustles.
  • If you’re looking for some inspiration, 100 Side Hustles: Idea for Making Extra Money will certainly give you that.
  • It’s a great choice if you’re looking for a new perspective for your thought-process. 

As a potential side hustler, this book could prove to be a reference for your success story as well. Whether you’re someone in the baking niche or someone who wants to sell jewelry online, this book for side hustlers is a great way to lay the groundwork. 

3. What If It Does Work Out? How A Single Side Hustle Can Change Your Life 

What If It Does Work Out?

Life Coach, Susie Moore, is the author you want to learn from if you want to turn your passion into a side hustle. In her book, she talks about those passions that have no relation to your 9 to 5 job whatsoever. 

The book spills the secrets that can turn your hobbies of knitting or painting into a lucrative side business. Whether you want to sell your paintings online or provide in-house painting services, the book could prove to lend a helping hand. 

Through What If It Does Work Out, Susie attempts to offer the necessary tricks of the trade, which could guide you in creating an extra source of income. 

What Will This Book Teach You?

Here’s what you’ll learn: 

  • If you’re looking for professional guidance and advice, this book is a useful asset. 
  • When understanding the procedure of launching a side hustle, this book offers guidance through planning, tackling obstacles, and overcoming hesitation. 
  • You’ll also pick up tips to create revenue streams that generate success. 
  • If you’re trying to learn consistency, this book possesses stories from other side hustlers that could be useful for you. 
  • Mostly, this book will help you overcome the mental blocks that are holding you back.

What Makes This Book One of the Leading Side Hustle Books?

Side hustlers are bound to have hesitation when it comes to starting a new side business. You have to undergo a myriad of plans and processes that may or may not turn out to be successful. 

Empowered with tricks and tips from professionals and other colleagues, you can inspire yourself to take the lead and make your side hustle stand out. 

The title of the book, What If It Does Work Out, exhibits a learning lesson for all you side hustlers out there. Ask yourself that question: “What if it does work out?” You’re bound to feel a flicker of motivation just from that. 

This book attempts to eliminate fears and negative thoughts by trying to nip them in the bud. Therefore, how successful the book is depends on how you perceive it. 

4. Crushing It!: How Great Entrepreneurs Build Their Business and Influence-and How You Can, Too 

Crushing It Book for Side Hustler

Here, author, Gary Vaynerchuk, delivers the much-anticipated sequel to Crush It, providing entrepreneurial lessons and experiences. The side hustler book may turn out to be the answer that you’re looking for after all. 

The book draws inspiration from the experiences of several entrepreneurs and influencers. The kind of people who said no to the regular corporate jobs are the heroes of this book. 

The author insists that a “personal brand is crucial for entrepreneurial success.” In this book, he offers testimonials as to why. It also claims what principles have changed and morphed into upgraded ground rules that may form the basis for your success as a side hustler. 

Gary places attention on using the platform of social media for side hustles. With this book, you can learn how to handle social media for your benefit. 

What Will This Book Teach You?

Some of the tips you may find in Crushing It that allow it to be one of the top side hustler books include the following: 

  • If you’re looking for a “pick me up,” this book contains testimonials from other side hustlers who narrate their journey through their ups and downs.
  • It can teach you how to generate your side hustle to become wealthy. 
  • If you possess preliminary know-how of social media, this book holds the potential to take your understanding of the platforms to a new level. 
  • If offers advice on how to handle the already existing social media platform in cohesion with the new and upcoming ones. 

Why is This One of the Best Side Hustle Books? 

Crushing It tends to highlight the socially active side of a side hustle. With tips and teachings from this book, you can also supplement your social-media skills and leap to the next phase in your side hustle.

For example, if your side hustle is podcasts, you could learn how to promote and sell your business through platforms such as Spotify and SoundCloud, instead of focusing on just YouTube

With emerging times, it’s imperative to update yourself with the new technology and the latest social platforms. 

Whether you’re a 50-year-old dad or a 61-year-old woman looking to indulge in a side hustle, it’s never too late to pick up a few new skills. Crushing It might help you attain the success and the skill you need for your side hustle. 

5. The Motivation Myth: How High Achievers Really Set Themselves Up to Win 

The Motivation Myth

According to Jeff Haden, the author of The Motivation Myth, motivation isn’t the wonder ingredient you need to witness change. Instead, it’s part of a process. 

Jeff insists that motivation isn’t born from a cause. His vision is that once you understand the difference, you can change the way you approach any hurdle. 

In this book, you’ll receive practical advice on how get started in your tasks. As a potential side hustler, this could turn out to be helpful for you in devising plans for your ideas. 

What Will This Book Teach You?

Here’s some key information you’ll get from the book: 

  • Discover the relationship between motivation and success. 
  • If the thought of failure scares you and you’re not satisfied with most self-help books, you can take pointers from the practical advice offered in this book. 
  • Learn tips that can help you quit stalling and get on with your work. In the case of a side hustle, this could be the push you need. 
  • Through his book, Jeff Haden also suggests that success is a repeatable process. Such a claim may only hold if you’re able to justify your success repeatedly through your actions. 

Why is This One of the Best Side Hustle Books? 

The thought of leaving a full-time job or investing your time and money in a side hustle can be overwhelming. You’re bound to feel de-motivated. 

As a side hustler, the stress of being successful is immense, and the line that separates it from failure is thin. How do you regulate and balance your thoughts? 

You could quit before you even start, or you could jumpstart your side hustle without the fear of failure. What do you have to lose? Maybe some money and a bit of weight. Here’s where your motivation becomes a part of the process. 

Whether you’re someone who’s just started a side hustle or someone who’s in dire need of an energy boost, you can find help from The Motivation MythNo wonder this book made it into the list of the most reliable side hustle books. 


There you have it! Our top five books for the side hustler. Between the motivational stories of success and the failure that led them there, as well as the tips and tricks you’ll pick up, these side hustle books can be a beacon of hope and success for you.

You may even pick up some tips to help you earn recurring income and passive income, and nothing can be better than that!

It’s always good to learn from people who have worked hard to achieve the success you desire.   

You could be someone searching for answers or someone who just wants to read through a story of struggle or motivation, and side hustle books like these are a great place to get it.

Looking for more ways to earn money?

Check out the video below to learn how I went from $0 to $3,000,000:

Learn affiliate marketing secrets. Click here to get started.

Affiliate Disclaimer: I may (and probably do) receive affiliate commissions from any products I recommend or links I put on this page. My opinions are my own but they are truthful and I do my best to recommend products that I have vetted and/or purchased myself.

Share on facebook
Share on google
Share on twitter
Share on linkedin