Books might be the best investment you can make. Here’s a running list of ones that can help you the most.
If you’re not familiar with the ancient Greek philosophy of life from guys like Seneca, Marcus Aurelius, and Epictetus, this book is a great start. (And if you want to go straight to the source my favorite is Letters from a Stoic by Seneca.)
Ryan Holiday takes Stoic wisdom and applies it to the modern world using examples from people like Steve Jobs, Amelia Earhart, and John D. Rockefeller. How they framed their challenges as opportunities, and the tactics they used to overcome them.
Look, we all deal with problems, and what I like about this book is when I’m struggling it’s easy to pick it up and read a few pages to get a different perspective, and to see the hidden opportunity.
Steven Pressfield asks, “Are you a writer who doesn’t write? A painter that doesn’t paint? An entrepreneur who never starts a venture?” If deep down you know what you’re supposed to be doing with your life, and you’re not doing it, read this book.
I’m not a professional writer so when I started this site I had a lot of self-doubt. Even as I continue writing and getting better I feel like everything I put out is bad. And I don’t know if these feelings ever go away.
But Pressfield says that’s a good sign. That the more we’re paralyzed with the fear of self-doubt, the more it means we’re doing what we’re meant to be doing. We just need to start acting like a professional, and stop seeing ourselves as an amateur.
No matter how many times I take the Myers-Briggs personality test it comes up introvert. This doesn’t mean I don’t like people. I love people. What it means is people drain my energy and I need time alone to recharge.
My last job required me to be an extrovert because being more successful in the business world means being more extroverted. So after work I wouldn’t want to socialize. But now that I have more solitude during the day my social life is amazing.
If you’re an introvert you should read this book to embrace who you are. And if you’re an extrovert you should read this book to understand how not everyone can spend hours socializing every day.
If I read this book when I started my career I wouldn’t have wasted so much time in my 20s being stagnant. I would’ve known that to advance my career I needed to spend my time mastering more skills.
Most people don’t understand that how much money you make depends on your value. And you increase this value by building what Cal Newport calls “career capital”, or honing more and more skills. That’s how you get the leverage you need to get what you want when it comes to negotiating aspects of your work life.
This book is a good reminder that success doesn’t come easy. It comes after years of deliberate practice, and if you can commit to that it pays off.
Okay, so I’m still not sure if I should recommend this book. But I’m going to anyways because what it gets right is the mindset to become wealthy, or rich, or whatever you want to call it.
One way is to work a 9-5 job, invest 10% of what you earn, and after a few decades you have a pretty good chance of becoming a millionaire. And that’s the slowlane. The fastlane is to become an entrepreneur. I think this is completely logical.
Know that this book is filled with driving analogies, it’s repetitive, and it doesn’t offer tactics or step-by-step instructions to do what you need to do to become a millionaire. But if you can overlook those things, and want a book that inspires you, it’s a good choice.
I was blown away by this book. Hard work is table stakes for being successful, but I’ve been struggling with trying to do too much. That meant periods where I was completely burned out (spending entire Sundays in bed watching Netflix).
In recent years I’ve created yearly goals, usually five big ones. I break these goals down into smaller monthly tasks, which break down to even smaller weekly tasks, which break down to even smaller daily tasks. Overall, this system works really well for me (and it helps I’m maniacal about it).
The ONE Thing helped me rethink my whole approach towards goal-setting. Gary Keller and Jay Papasan made me realize I was making a huge mistake by committing myself to five goals a year. It’s too much. So now I’ve created just two big goals, and that’s over a timespan of five years. I took these two goals, and then broke them down into the ONE goal I have for next year (to which I’ll hook up my monthly, weekly, and daily tasks). I’m super excited to see how this works out.
I thought I was anal for putting away small kitchen appliances after I used them, knowing I’d use them tomorrow (like the blender for my smoothie). And I felt crazy for ripping the product labels off every bottle in my bathroom.
When Marie Kondo recommended these things in her best-selling book, I knew we’d be best friends. She also confirmed that having a capsule wardrobe is a good thing, and helped me up my game by explaining the proper way to fold my clothes. For example, I’d been folding my socks wrong my whole life (I immediately re-folded all of them). Does stuff like this really matter though? I don’t really know, but it makes me feel better.
But this book isn’t just about how your sock drawer is a failure. It’s about how to get rid of the things that don’t make you happy. She walks you through tidying up books, papers, the stuff in your kitchen, and even sentimental items. Before I read this book I didn’t own a lot of stuff. Now I own less.
After I saw an amazing story about a guy who read Essentialism and immediately sold his business, I knew I had to read this. It’s similar to The ONE Thing in that it provides a framework to determine what things in your life you should say yes to (and work on), and what things to eliminate.
When you’re in your 20s, saying yes to everything is a great idea — to get out of your comfort zone, have new experiences, learn how to adapt — but eventually you need to shift your mindset and start saying no. Greg McKeown suggests you should be saying no to about 90% of things.
As this site grows and more people want my time and attention, this book reinforced how important it is to continually ask myself if I’m using my time and resources to work on the most important thing, right now. By protecting your time, you can work on what’s important to you, and if you don’t do this, then someone else will do it for you.
I live to streamline my life, and that’s why I love the approach Carl Richards took in The One Page Financial Plan. To achieve financial success, he recommends writing down the three to five financial goals you have, and then aligning your behavior with those goals.
Sounds too easy, right? Yes, but sometimes the simplest solutions are also the most effective. By defining your financial goals, writing them down, and then carrying them around with you, I think you’ll find it’s an extremely good tool to take the emotion out of money decisions, and to reach your goals.
I took his advice and wrote down my financial goals (it was really only one), and now whenever I’m faced with a decision like, “Should I go out for dinner and drinks tonight and probably blow through $200?” I can pull out my goal to help guide me. It’s conscious decision-making. (P.S. I did a Q&A with Carl earlier this year, read what he had to say in this post).
I got this book last summer during the World Domination Summit in Portland, Oregon. The author, Chris Guillebeau, is both the creator of WDS and a New York Times bestseller (his book The $100 Startup is required reading for entrepreneurs).
The Happiness of Pursuit resonated with me because it’s full of inspirational stories about people who decided to live life on their own terms. Some of them were trapped in a 9-5 life, and made the big decision to quit in order to follow their dreams (like the guy who decided to walk across the US).
My favorite quote was from a woman who said, “Just because it’s a good job doesn’t mean I should work there forever.” Many people are surrounded by coworkers who’ll never take a calculated chance to follow their dreams, and so they tell you that you can’t either. This book was a good reminder that you can.
As a college freshmen I took a philosophy class. We discussed complicated abstract theories written by philosophers none of us had ever heard of. I’m sure the professor gave me a grade of B- because he knew I hated it. But over the last couple years I’ve begun to explore one philosophical system in particular – Stoicism – that offers simple principles and rules I can actually put into practice.
Along with Marcus Aurelius and Epictetus, Seneca is one of the most famous Stoics. When I’m in my lowest moments and struggling I turn to quotes I pulled from this collection of his essays. Here’s one I might read to help me reset and re-calibrate:
“True happiness is to enjoy the present, without anxious dependence upon the future, not to amuse ourselves with either hopes or fears but to rest satisfied with what we have, which is sufficient, for he that is so wants nothing. The greatest blessings of mankind are within us and within our reach. A wise man is content with his lot, whatever it may be, without wishing for what he has not.”
Applying Stoicism to my life has made me more appreciative, and happier.
Growing up I learned how to handle money by watching what my parents did. My beliefs about money became deeply ingrained, and I never thought to question them even though they would critically impact me. In my 20s why did I spend hundreds of dollars a month drinking? Why did I never allow myself to buy a new car? Why did I always save for retirement?
I’m an analytical guy, hence the personal finance books I read are filled with tactics I can implement to get an edge with investing or taxes. This wasn’t like any of those technical books, it was part therapy and part spiritual guidance, infused with Kinder’s Buddhist background.
I strive to have healthy and functional relationships with everyone in my life, similarly this book helps me to understand and improve the emotional ties that I have to money.
I hate this book. When I read this before bed it would make my mind race with the changes that I wanted to implement right now, and then I couldn’t fall asleep. Here are some of those key insights:
- Limit email: Check email 2-3 times a day; the first time not before 10 in the morning.
- Low-information diet: Perform a week-long information fast to refocus and reclaim attention, then one day per week for maintenance.
- Take mini-retirements: Stop deferring life; don’t spend 40+ continuous years in a cubicle for a vision of retirement that might never materialize.
- Effective meetings: Every meeting needs a clear objective, and an agenda with topics or questions; don’t agree to it otherwise.
- Increase productivity: Each morning write down 2-3 things that you’ll commit to getting done that day.
Parts of this book are gimmicky – like hiring a low-cost virtual assistant from overseas – but overall it’s fun, and the optimizations make me more efficient and effective in life.
This one is a classic, the copy I have came from my grandmother’s bookcase. For years it sat unread on my shelf until I tucked it into my carry-on bag before heading to a conference by myself. It turned out to be a fun experiment – I read it on the flight and was able to test the material against people I would never see again.
It’s amazing what can happen when you focus on improving your people skills. Before I read this, I would be at an event standing alone with a beer, pretending like I was closing some important deal from my smartphone.
Nowadays I can introduce myself to a stranger, keep the conversation going, and know how to bail. That’s a huge breakthrough for me because growing up I was socially anxious and awkward. Sure, I might never get to the level of Bill Clinton’s charisma, but I can successfully navigate social situations when I’m alone, and even find it fun.
The most profound takeaway from this book also might be the simplest – smile!
Do you ever notice the voice in your head? Don’t worry, we all have it.
“Ugh, I really need to get in shape. Yesterday I said I’d go for a run today. I really don’t feel like it though, and I just got home from work. How about I just watch a little Netflix? Okay, one hour and that’s it! Then I’ll go.”
That voice – my “inner roommate” as Singer calls it – narrates the world for us, and is also responsible for sustaining our self-image. I learned that by working to disengage from this voice, or at least to quiet it down, I can unlock my potential. That’s helped me push aside my self-limiting beliefs, and to grow in ways I thought were impossible.
The Untethered Soul also helped me to understand how my reactions to the world can affect my energy. If I react to something I don’t like by pushing it away, I use energy. The same case if I pull it close. The reward for not resisting or clinging is the ability to let go, which is liberating.
This is one I keep re-reading to gain further insight.
The Millionaire Next Door is the best overall personal finance book.
Not a how-to book, it’s a data-driven look into the rich people that live in the U.S. While many folks are quick to think that the affluent work on Wall Street or are doctors, they might be surprised to find it’s your neighbor in that modest house who drives a 10-year-old economy sedan, doesn’t take many vacations, and owns a car wash.
This book provides awesome commentary around ignoring consumerism, the value of frugality, and choosing the right occupation.
Fundamentally a money management book, Your Money or Your Life will change your relationship with money by making you realize it’s something you choose to trade your life energy for.
Sharpen your pencil, because YMOYL contains a nine step program that will have you calculating your real net worth, calculating your real hourly wage, tracking your spending, and graphing your cross-over point (that’s when you reach financial independence!). It’s the book that changed my life.
Note: In Chapter 9 / Managing Your Finances, the authors recommend investing only in long-term U.S. treasury bonds. I don’t think this is sound advice anymore.
One Up On Wall Street is the one investing book that you should read, even if you decide to invest in index funds and forego stocks.
Peter Lynch, a former Fidelity fund manager, does an excellent job describing how to use the power of what you already know in order to invest. You might think that the individual investor is at a disadvantage to institutional investors, but Lynch explains that you don’t need to be a Wall Street analyst to find good opportunities.