1. “If you have a toothache, you will never ever sing a good song.” – Kenny Chesney
2. “Music’s supposed to come from the heart.” – Kenny Chesney
3. “I’m all right. I’m good. There has been better times, but I’ll be okay.” – Kenny Chesney
4. “it’s a smile, it’s a kiss, it’s a sip of wine … it’s summertime!” – Kenny Chesney
5. “I think there is a part of life that I’m missing.” – Kenny Chesney
6. “My life can be insanely complicated sometimes, and there’s a certain simplicity that I crave.” – Kenny Chesney
7. “I’m what I am and I’m what I’m not. And I’m sure happy with what I’ve got. I live to love and laugh a lot. And that’s all I need.” – Kenny Chesney
8. “I need to recharge creatively, and get off the clock of having to be somewhere just because, and having to keep juggling all these things.” – Kenny Chesney
9. “When I try to brush the road dust off of me and untangle all the wires in my head, I’m usually surrounded by music on a boat. But that’s not how I wake up every day.” – Kenny Chesney
10. “Keg in the closet pizza on the floor left over from the night before, where we were going we didn’t really care. We had all we ever wanted in that keg in the closet.” – Kenny Chesney

11. “What you see is kinda what you get with me. I’m a very real person, or I hope to be, anyway. I don’t have nothing to hide” – Kenny Chesney
12. “I’ll admit I’m a workaholic.” – Kenny Chesney
13. “There’s this idea that somebody’s job could be more important than somebody else’s, and to me, that’s not true.” – Kenny Chesney
14. “It’s very hard for me to relax.” – Kenny Chesney
15. “I love the fact that I can go out there on stage with a guitar and sing a song that means something to somebody.” – Kenny Chesney
16. “When I was playing for tips in college, I felt a fire in my soul. I had the same principle of focus that I had learned playing football.” – Kenny Chesney
17. “Its five o’clock some where” – Kenny Chesney
18. “When I’m a ship tossed around on the waves, Up on a highwire that’s ready to break. When I’ve had just about all I can take, baby you save me.” – Kenny Chesney
19. “There’s this emotion we all feel of being overwhelmed at times, feeling that you can’t get ahead. For me it’s self-imposed because I’m so driven and I’m always going from project to project.” – Kenny Chesney
20. “I had a notepad and I wrote down 30 things to make myself better just off the top of my head, and the next day I started to do that.” – Kenny Chesney

21. “Things that made me happy five, six years ago don’t make me happy anymore.” – Kenny Chesney
22. “In all the years that I’ve been doing this, I’ve never launched a tour and launched an album at basically the same time. Doing one of those things is enough!” – Kenny Chesney
23. “I don’t think I ever feel sexy. I don’t think that’s for me to decide, if I’m sexy or not.” – Kenny Chesney
24. “I think that in the last four or five years I’ve constantly struggled with the balance in my life.” – Kenny Chesney
25. “I can say that I don’t see myself with the foot on the gas pedal as hard as it’s been down for 16 years.” – Kenny Chesney
26. “First and foremost, I consider myself a songwriter.” – Kenny Chesney
27. “Social topics may hit too close to home for people, but then again, if you pull a heartstring, then that’s what country music is.” – Kenny Chesney
28. “I want to spend more time with my family.” – Kenny Chesney
29. “Everything gets hotter when the sun goes down.” – Kenny Chesney
30. “One of these days we’re gonna have to grow up, have to get real jobs and be adults, someday, just not today.” – Kenny Chesney

31. “I needed to be pushed as an artist and as a person.” – Kenny Chesney
32. “Before, I was more concerned with getting on the radio, like many young artists.” – Kenny Chesney
33. “My elementary school is still there [in Luttrell, Tennessee]. I drop by my high school. It’s a small community. I say this every night before I do the song ‘The Boys of Fall’ in the show – I’m really happy about where I grew up and how I grew up.” – Kenny Chesney
34. “My career was really odd because I literally had a greatest hits album out, and nobody knew who I was.” – Kenny Chesney
35. “I live to love and laugh a lot and that’s all I need.” – Kenny Chesney
36. “I remember making up songs in my head.” – Kenny Chesney
37. “I want there to be a level of respect between everybody.” – Kenny Chesney
38. “I’m all right. I’m good. There has been better times, but I’ll be okay.” – Kenny Chesney
39. “I love you baby goodnight. There goes my life.” – Kenny Chesney
40. “He had a voice that was the truth, raw and unfiltered. You can’t get any realer, any more tortured or any more alive. No one can do what George Jones does, and that’s why 50 years later, he still stands out as one of the greatest singers in any genre of all time.” – Kenny Chesney
41. “My mind is constantly going. For me to completely relax, I gotta get rid of my cell phone.” – Kenny Chesney

42. “Just because I don’t sing about the normal country themes doesn’t mean my songs aren’t country. I’d rather sing about having fun.” – Kenny Chesney
43. “Southern girls are God’s gift to the entire male population. There is absolutely no woman finer than one raised below the mason-dixon line and once you go southern may the good Lord help you – you never go back” – Kenny Chesney
44. “I grew up in east Tennessee, and everybody knew everybody’s business.” – Kenny Chesney
45. “There are only so many hours you can sit on the bus and watch TV or play basketball or whatever we do to pass the time before we go out onstage.” – Kenny Chesney
46. “It was satisfying to take a risk and see it pay off.” – Kenny Chesney
47. “the more you live the more things reflect all around you!!!!” – Kenny Chesney
48. “I can’t believe that I get to stand on the stages I stand on every summer, and get to sing the songs that I sing.” – Kenny Chesney
49. “One word, that’s all you said and something in your voice caused me to turn my head. Your smile just captured me.” – Kenny Chesney
50. “Live a little, love a lot.” – Kenny Chesney

51. “I’m like a shark. I’ve got to be constantly moving.” – Kenny Chesney
52. “I didn’t need more fame or money. I needed more heart.” – Kenny Chesney
53. “I love living my life in flip-flops. I met a guy in the islands a while ago who told me he hadn’t worn a pair of shoes in three years! I thought, ‘Man, that’s the life!’” – Kenny Chesney
54. “Believe it or not, I want to keep growing my audience.” – Kenny Chesney
55. “had no excuses for the things that we’d done, we were brave, we crazy, we were mostly young.” – Kenny Chesney
56. “People who can’t kiss had everything given to them.” – Kenny Chesney
57. “I like to rock and roll, but I’m a mushy guy, too. I want to be the guy that all the girls love and all the guys want to hang out with” – Kenny Chesney
58. Related 70 Acting Quotes To Help You Appreciate the Art – Kenny Chesney
59. “I’ve always been drawn to the ocean.” – Kenny Chesney
60. “You’d think I’d have been happiest in my life playing music in front of 50,000 people at Gillette Stadium. But let me tell you, it’s an odd feeling to feel alone in the spotlight.” – Kenny Chesney
61. “Don’t blink. You just might miss your babies growing like mine did. Turning into moms and dads next thing you know your ‘better half’ Of fifty years is there in bed. And you’re praying God takes you instead. Trust me friend a hundred years goes faster than you think So don’t blink.” – Kenny Chesney
62. “Football taught me how hard you had to work to achieve something.” – Kenny Chesney
63. “Me and my band and crew have always lived by the code: ‘Work hard, play harder.’” – Kenny Chesney
64. “I have 120 employees on the road every day, and about 30 other employees off the road.” – Kenny Chesney
65. “Ive always been drawn to the ocean.” – Kenny Chesney
66. “I work hard but I play hard.” – Kenny Chesney
67. “I realized that I wanted to get better in every way. As a person, as a friend, as a songwriter, as a musician, as an artist, record producer, you name it.” – Kenny Chesney
68. “So many nights I’m up there on stage, and I wish everybody out in the audience could see what I see and feel what I feel.” – Kenny Chesney
69. “I’ll admit I’m a workaholic.” – Kenny Chesney
70. “There’s this idea that somebody’s job could be more important than somebody else’s, and to me, that’s not true.” – Kenny Chesney
