Top 70 Chris Guillebeau Quotes (2025 Update)

1. “If you make your business about helping others, you’ll always have plenty of work.”

— Chris Guillebeau

Featured in: Service Quotes

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

— Chris Guillebeau

Featured in: Never Give Up Quotes, Silly Quotes, Monday Morning Quotes, Funny Motivational Quotes

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

— Chris Guillebeau

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

— Chris Guillebeau

5. “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

6. “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

7. “The choices we make now affect the opportunities available in the future.”

— Chris Guillebeau

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

— Chris Guillebeau

9. “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

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

— Chris Guillebeau

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

— Chris Guillebeau

12. “Pursue meaningful adventures.”

— Chris Guillebeau

13. “Don’t think innovation, think usefulness.”

— Chris Guillebeau

14. “Why travel – because the world was meant to be experienced, not imagined.”

— Chris Guillebeau

15. “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

16. “Always revisit your decisions in the light of new knowledge and information. Don’t be afraid to change.”

— Chris Guillebeau

17. “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

18. “In the battle between planning and action, action wins.”

— Chris Guillebeau

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

— Chris Guillebeau

20. “Instead of reflecting on the past, predict the future.”

— Chris Guillebeau

21. “Courage comes through achievement, but also through the attempt.”

— Chris Guillebeau

22. “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

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

— Chris Guillebeau

24. “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

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

— Chris Guillebeau

26. “It’s better to be at the bottom of the ladder you want to climb than the top of one you don’t.”

— Chris Guillebeau

27. “Everyone dies but not everyone truly lives.”

— Chris Guillebeau

28. “Everyone is busy, yet we all have access to the same amount of time.”

— Chris Guillebeau

29. “A good plan allows for plenty of spontaneity and room for change – but without a plan at all, it’s difficult to work toward something significant over time.”

— Chris Guillebeau

30. “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

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

— Chris Guillebeau

32. “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

33. “Give yourself permission to do what you’ve always wanted.”

— Chris Guillebeau

34. “Passive Income: It’s not just about real estate.”

— Chris Guillebeau

35. “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

36. “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

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

— Chris Guillebeau

38. “You can do more than you think.”

— Chris Guillebeau

39. “The long, slow grind of working toward something is all about loving the process. If you don’t love the process, the grind is tough.”

— Chris Guillebeau

40. “Find out what people want, and find a way to give it to them. Give them the fish!”

— Chris Guillebeau

41. “Your comfort zone may be more like a cage you can’t escape from than a safe place you can retreat to.”

— Chris Guillebeau

42. “If you’re stuck in the cage, it’s time to smash the glass around you and crawl your way out. You don’t need anyone’s permission to climb the ladder, and you don’t need to apologize for escaping. If the sleepwalking life is the “real world” of the unremarkably average, the clear alternative is the living world of adventure.”

— Chris Guillebeau

43. “To succeed in a business project, especially one you’re excited about, it helps to think carefully about all the skills you have that could be helpful to others and particularly about the combination of those skills.”

— Chris Guillebeau

44. “Don’t try to explain everything, but do tell a few good stories.”

— Chris Guillebeau

45. “Jump in with both feet. Stop making excuses.”

— Chris Guillebeau

46. “So many people live within unhappy circumstances and yet will not take the initiative to change their situation because they are conditioned to a life of security, conformity, and conservatism, all of which may appear to give one peace of mind, but in reality nothing is more damaging to the adventurous spirit within a man than a secure future.”

— Chris Guillebeau

47. “If you want to make every day an adventure, all you have to do is prioritize adventure. It has to become more important than routine.”

— Chris Guillebeau

48. “As you begin to think like an entrepreneur, you’ll notice that business ideas can come from anywhere.”

— Chris Guillebeau

49. “The most important thing about art is to work. Nothing else matters except sitting down every day and trying.” So, too, for a quest. The most important thing is continuing to make progress.”

— Chris Guillebeau

50. “Take your life in your own hands, and what happens? A terrible thing: you have no one to blame. – ERICA JONG.”

— Chris Guillebeau