8 Ways to Win at Life


Win at life? What does “winning at life” even mean? Truthfully, its a relative term that everyone sees through a different scope. Some call it money, others call it family. It might be what you accomplish while you’re here or maybe the things you leave behind when you go. Embrace some of these ideas and you will likely find yourself on the podium of success, however you define that.

1. Don’t Do It Alone

I have found that in almost every area of life, it always gets better when there is someone next to you. I am hands down a do-it-all-yourself introvert who hates asking for help or relying on other people. I love people, but I struggle with admitting that I need them. If you’re like me, don’t let that crutch (and it is a crutch) be an excuse to walk through life alone. There are always people who are smarter than you and better than you who are going to teach you things along the way. We need to learn that asking for help or sharing experiences with someone isn’t a sign of weakness, it’s a sign of maturity in that you know whatever you are doing is going to be more effective if you’re doing it with someone else.

2. Hang With People Who Are Better Than You

One of the greatest keys to winning at life is being better than you were yesterday, and a great way to do that is to surround yourself with people who are better than you are today. Have you ever noticed that successful people hang out with other successful people? There is a reason for that. If you’ve been hanging around the same deadbeat nobodies asking yourself why you can’t get ahead in life or catch a break, its probably because the people around you are sinking the ship.

Don’t get me wrong, I’m all about loving on messy people and creating a change for the better in their lives, but I can’t guide them to a place I’ve never been.

3. Understand Knowledge Is Power

There were many points in my life where I slacked off in school. I always thought I was dumb until I hit the 9th grade and figured out this “learning” thing really isn’t that hard. Now, I’m addicted to it. I like knowing what causes the earth to be habitual for life, what are the best investment vehicles, and how the electoral college works. In order to be good at life you don’t need to know those things but you do need to have a hunger for learning. This doesn’t mean straight A’s and college degrees, those by no means guarantee success. I’m talking about the deep urge and curiosity to wake up every morning ready to learn something about what you do that is going to make you better than you were yesterday.


4. Be Humble

Humility is probably one of my greater weaknesses. I am often known for shouting out arrogant thoughts in the name of humor, but every joke typically has a sliver of truth behind it. My greatest struggle with humility has been actually understanding what it is. I use to think humility was thinking less of myself in comparison to everyone else, “I’m no good, just a below-average guy,” with the opposite of that being thinking that I am better than everyone else; pride. But that isn’t really a battle for humility, that’s a battle over identity. The reality is, I know who I am, I know what I bring to the table, and I know I don’t need to compare it to anyone else. That eliminates my previous understanding of humility.

The most humble people aren’t the people who think the least of themselves, they are the people who see the greatness in everybody else.

It’s not self-focused, it’s outwardly focussed. When you make a habit of seeing the greatness in everyone, success (however you define that) will surely be quick to follow.  

5. Be Generous

Did you know that 1% of the richest people give the majority of all charitable giving? That means the more money you have, the more money you will likely give (crazy how it works like that huh?) We seem to have this notion that rich people are either evil or greedy and that people who are filthy rich should have to share it with us. That. Is. Stupid. However, it is interesting that those who have the most give the most. Money doesn’t corrupt you, it magnifies the person you already were. If you were a slime ball when you didn’t have any money, when you get rich you’re going to be an even bigger slime ball looking to cheat your taxes and steal from company profits. However, if you were generous in the dirtiest and poorest conditions, you are going to be even more generous as you are able.

The greatest joy comes from the greatest gifts. If you want to win at life, be known as a person who gives really great gifts. I don’t necessarily mean you have to buy something, gifts come in all sorts of shapes and sizes. Just remember, it’s not about you have, its about what you give.

6. Take Somebody With You

Teach somebody what you know. Pick someone to mentor. Leave a legacy with someone behind you. While it is crucial to be spending life with people who are ahead of you in where you want to be, your life means nothing if you didn’t do the same for those behind you. I don’t want to be known as a man who did great things, I want to be known as a man who did great things and inspired others to do them too.


7. Learn To Love

Love. Nothing really explains it and there is no other feeling like it. It’s the greatest gift in the world. When you’re laying on your death bed 40-60-or 80 years from now, I promise you will be pleased knowing that you loved well.

8. Make A Difference

It’s easy to complain. It’s easy to wish things were different. It’s easy to spend your whole life griping about how you can’t catch a break. Sometimes life sucks, I get that…but sometimes you’re lazy, let’s not forget that. The most beautiful thing in the world, and most successful thing in the world in my opinion, is knowing that the day you leave this world you will have made it different.  Big or small, don’t let the complaining and griping keep you from making a difference in the world. Don’t let what has happened to you prevent you from who you are suppose to be and definitely don’t let the ignorant haters keep you from stepping into your destiny.

At the beginning of every morning when we wake up we are faced with a choice. A choice to be excited, a choice to work hard, a choice not let other people determine how I feel, a choice to overcome circumstances, a choice to change environments, a choice to forgive, a choice to be generous with our lives, a choice to make a difference…what choice will you make?


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