Top 37 Quotes & Sayings by Chris Guillebeau

Explore popular quotes and sayings by an American author Chris Guillebeau.

Last updated on April 16, 2025.

Chris Guillebeau is an American author, entrepreneur, blogger, and speaker. He initially received attention for his entrepreneurship and travel blog, The Art of Non-Conformity, which led to the publication of a book of the same name in 2010. Since then, he has published six additional books including The $100 Startup (2012), Side Hustle (2017), and most recently, The Money Tree (2020), his first novel. He also organizes the annual World Domination Summit in Portland, Oregon and hosts the daily podcast, Side Hustle School.

American - Author | Born: 1978

Source: Wikipedia

The best time to start was last year. Failing that, today will do.

Chris Guillebeau

Often when we ask for advice, we don't really want advice-we want someone to say "That's great! Go for it!"

Chris Guillebeau

To truly live without regrets, pay attention. Ask yourself hard questions and see where they lead. Do I really want this job? Is this relationship right for me? If I could do anything, would it be what I'm doing today ... or something different?

Chris Guillebeau

The choices we make now affect the opportunities available in the future

Chris Guillebeau

Many of us live our lives out of the fear of what other people think of us. We're waiting for someone to give us a permission slip that tells us it's OK to be ourselves. Don't try to be fearless or pretend you aren't impacted by fear. Just try to prevent fear from making your decisions for you.

Chris Guillebeau

Never despise small beginnings, and don't belittle your own accomplishments. Remember them and use them as inspiration as you go on to the next thing. When you venture outside your comfort zone, wherever the starting point may be, it's kind of a big deal.

Chris Guillebeau

Say yes to everything you’re excited about or afraid of.

Chris Guillebeau

In the long-term, security comes from an asset you create or acquire, not a position in someone else's asset.

Chris Guillebeau

Why travel - because the world was meant to be experienced, not imagined.

Chris Guillebeau

We often feel paralyzed by choice and make no choice. But the thing is, no choice is a choice. If you’re not doing something about it, you’re doing something about it.

Chris Guillebeau

Regret is what you should fear the most. If something is going to keep you awake at night, let it be the fear of not following your dream.

Chris Guillebeau

Always revisit your decisions in the light of new knowledge and information. Don't be afraid to change.

Chris Guillebeau

Your possibilities are unlimited, but it all begins with the deliberate choice to think differently.

Chris Guillebeau

Don’t think innovation, think usefulness.

Chris Guillebeau

If you're worried about life-work balance, something is probably wrong with your life or your work. Instead of agonizing over balance, get excited and create change.

Chris Guillebeau

Some people think self-employment is risky, but the real risk lies in deriving your security from an external source.

Chris Guillebeau

Instead of reflecting on the past, predict the future.

Chris Guillebeau

If you want to achieve the unimaginable, you start by imagining it.

Chris Guillebeau

1. "What do you really want to get out of life?" 2. "What can you offer the world that no one else can?

Chris Guillebeau

Unreasonable," "unrealistic," and "impractical" are all words used to marginalize a person or idea that fails to conform with conventionally expected standards.

Chris Guillebeau

Pursue meaningful adventures.

Chris Guillebeau

We must purposefully create a life of gratitude if we want to be fully alive.

Chris Guillebeau

If you make your business about helping others, you'll always have plenty of work.

Chris Guillebeau

I know if I missed a day and nothing happened, then it would be much easier to miss another day. Pretty soon I wouldn’t have much of a schedule, and then I'd have less motivation. It's a downward spiral that I want to avoid, so I keep the schedule sacred.

Chris Guillebeau

You don’t have to live your life the way other people expect you to.

Chris Guillebeau

Let's embrace more of life, not less. Balanced people don't change the world, and I'd rather spend my time feeling worn out from meaningful activities and projects.

Chris Guillebeau

Embracing new things often requires us to embrace our fears, however trivial they may seem. You deal with fear not by pretending it doesn't exist, but by refusing to give it decision-making authority.

Chris Guillebeau

Give yourself permission to do what you've always wanted.

Chris Guillebeau

Without the edge, [life's] boring...If you're doing something that's definitely achievable with 100% odds of success, where's the draw in that?

Chris Guillebeau

If plan A fails, remember there are 25 more letters.

Chris Guillebeau

If consensus is overrated, I think balance is, too. I have no interest in living a balanced life. I want a life of adventure.

Chris Guillebeau

Don't try to be fearless or pretend you aren't impacted by fear. Just try to prevent fear from making your decisions for you.

Chris Guillebeau

Instead of convincing people who are opposed to your message, spend your time finding people who are already predisposed to it.

Chris Guillebeau

It's a lonely road for those of us who choose to be remarkable, and the path of convention can sometimes be appealing. That path is paved with safe lives, middle of the road monotony, and little chance of failure. But where's the fun in being like everyone else out there?

Chris Guillebeau

In the battle between planning and action, action wins.

Chris Guillebeau

Courage comes through achievement, but also through the attempt.

Chris Guillebeau

Whereever you are in life, however old you are, begin thinking about every day as the first day of your life.

Chris Guillebeau