359 Deep Questions about Life (That Will Make You Think)

Are you looking for deep questions about life? You have found the right place!

We have prepared for you a huge collection of questions divided into several categories: about love, career, friends, relationships, goals and motivation, and more…

You can jump directly to your favorite category:

Deep Questions about Life and Love

1. Do you believe in religion?
2. Why is it that we don’t understand the human brain?
3. What does it mean to feel something special?
4. Is it possible that our birth date has something to do with what our life will look like?
5. Is it possible that in life, we have a destiny?
6. What does the meaning of success look like to you?
7. What does failure look like to you?
8. Why is it that sci-fi movies often depict the future and are more often correct than not?
9. How long is your „now“?
10. Do you think animals can fall in love with each other and choose life partners?
11. What is one word that describes „life“ to you?
12. When did you know that you knew nothing about life?
13. Is it better to live in the moment or try to live a life according to a plan?
14. Why is that we have memories? Are they serving us well or not?
15. Do your dreams have a deeper meaning?
16. Do you hate or love better?
17. If you restarted your life from scratch, would you end up in the same place?
18. What job would you do if you weren’t paid?
19. What is one part of your everyday routine that you’d be better off without?
20. Can you ever commit a truly selfless deed?
21. Do we have control over technology, or does it have control over us?
22. Who decides what the „right“ thing is?
23. Does life need to have a purpose or can you just live, purposeless?
24. Do you think people are made for each other?
25. Why are some people creative and others are not?
26. Should you forgive people?
27. Why do emotions puppeteer us when we know that we should act more logically?
28. Are schedules for weak people?
29. What life lesson did you learn the hard way?
30. When do you know you love someone?

Deep Questions about Life – Career and Education

1. What’s the best job decision you ever made?
2. What’s the worst job decision you ever made?
3. What does an average week look like for you?
4. What are your career aspirations?
5. Do you feel like you’re making a difference in your job?
6. Are there any expectations you had about this career path that you have found differed from reality?
7. What don’t you like about your job/career?
8. What is the best bit of advice you have for someone looking for a job?
9. Do you believe that you can love what you do and make money doing it?
10. What’s one professional skill you’re currently working on?
11. What’s your go-to productivity trick?
12. What’s the worst job you’ve ever had, and what did you learn from it?
13. What drains you at work?
14. What’s a work-related accomplishment that you’re really proud of?
15. What’s the biggest misconception people have about your position?
16. How do you recharge?
17. If you were to start a company from scratch, what values would you build it on?
18. How do you think your coworkers see you?
19. Why do people prefer salary to profit?
20. Why do people apply for a job they don’t actually love?
21. What’s an ideal relationship between a boss and an employee?
22. What’s a career you would prefer not having?
23. When would you want to retire?
24. When did you decide on what career path to take?
25. How do you measure success at work?
26. Do you think you’d be better off with a new career?
27. What’s a career you wanna have but cannot?
28. Would you decide what career your child should take?
29. What are considered failures at work?
30. Why did you choose the path that you now have?

Deep Questions about Life – Friends and Family

1. What do you look for in a friendship?
2. How do friendships last long?
3. What ruins friendships fast?
4. How do friends contribute to someone’s success?
5. Can friends ruin success?
6. Why do some family members pull other members down?
7. How’s your relationship with your family right now?
8. How do you tell your family the things they’re doing wrong?
9. What’s something you don’t wanna do with your friends?
10. What’s something you don’t wanna do with your family?
11. What are things you hate about your friends?
12. What are the things you hate about your family?
13. How do you end a friendship?
14. What’s the most important thing that every family must have?
15. How do you define a family?
16. What ruins a family?
17. How can your overcome poor communication within your family?
18. Do you think that money is one of the most important requirements for having a happy family?
19. Does your family support you?
20. How does your family hurt you?
21. Do you consider close friends as family?
22. When should parents stop working for a job?
23. How do you know if a friend is a true friend?
24. Should arguing parents keep their marriage just for the sake of their kids?
25. Is having no child scary?
26. How are family bonds improved?
27. How can one be a good family member?
28. Do your friends understand and listen to you better than your family?
29. What’s a scary thing about families?
30. What’s a scary thing about friendships?

Deep Questions about Life – Goals and Motivations

1. Why should one set both short-term and long-term goals in order to be successful in life?
2. How are goals related to success?
3. How can one be successful in life without setting goals?
4. How can we be sure that the goals that we have set are effective?
5. What are unrealistic goals?
6. How can you measure and evaluate if your goals are reasonable or unreasonable?
7. When do you give up on a goal?
8. What challenges prevent you from achieving your goals?
9. What is your philosophy of life?
10. What type of goals do you care about the most?
11. What types of goals are the least important for you?
12. What have you wanted to do but were afraid to try?
13. If everything stayed the same, what one goal would have the greatest impact on your life?
14. How many goals are you chasing at once?
15. How do you know you’re not overplanning?
16. What would be the consequences of not being motivated to achieve your goal?
17. What stops or reduces your motivation?
18. What tangible reminders do you need to see to stay motivated?
19. What are the recent accomplishments that make you feel proud and successful?
20. If you successfully achieved your goals, what will your life be like?
21. What is the one goal that if you achieve it, everything else will be easier or unnecessary?
22. How do you recover from an unachieved goal?
23. How do the people around affect your goals?
24. Have you ever lost a motivation before?
25. How you keep yourself motivated?
26. How do you reward yourself for an achieved goal?
27. How do you define success in your goals?
28. Who or what makes you demotivated?
29. If you find yourself stuck doing repetitive work, how do you motivate yourself to continue and complete it?
30. Have you ever been a part of an unmotivated team? What did you do to stay motivated and make work interesting?

Funny Deep Questions about Life

1. If you have fun wasting time, is it time wasted?
2. If anything is possible, can anything be impossible?
3. How do you expect the unexpected?
4. If you hate a hater, do you hate yourself?
5. Why does the early bird get the worm, but patience is a virtue?
6. Are child actors in adult-rated movies allowed to watch the film?
7. Do cannibals think clowns taste funny?
8. Does a dentist go to other dentists for their teeth?
9. If the sky is the limit, then what is space?
10. If you decide to be indecisive, which are you?
11. When you forget a thought, where does it go?
12. Are we living, or are we dying?
13. If a doctor suddenly had a heart attack while doing surgery, would the other doctors work on the doctor or the patient?
14. If a guy that was about to die in the electric chair had a heart attack should they save him?
15. If you try to fail, and succeed, which have you done?
16. What do you call earthquakes on mars?
17. When a deaf person goes to court, is it still called a hearing?
18. What happens if you get scared half to death twice?
19. Do cemetery workers work the graveyard shift?
20. How can there be a Miss Universe when only earth is represented?
21. Why do they call the places that you fly from at an airport a terminal if flying is supposed to be safe?
22. Why do restaurants offer appetizers, would you be there if you are not hungry?
23. If you jog backwards, do you gain weight?
24. Why is love so blind and marriage such an eye opener?
25. What sound would be the scariest if you could hear it?
26. Why does you nose run but your feet smell?
27. If two left handers have an argument, who is right?
28. When does it stop being partly cloudy and start being partly sunny?
29. If all the world’s a stage, where does the audience sit?
30. Why do people say they slept like a baby when babies wake up 10 times every hour?

Hard Deep Questions about Life

1. Why did you decide to do what you are doing now in your life?
2. What’s the best and worst piece of advice you’ve ever received?
3. What’s the most impactful ‘no’ you’ve said recently?
4. What was the most stressful experience of your life?
5. What question would you most like to know the answer to?
6. What are you most likely very wrong about?
7. What chapters would you separate your autobiography into?
8. What are some things you’ve had to unlearn?
9. What’s the milestone you’re working towards right now in your personal and professional life?
10. What was the most bizarre encounter you’ve had in your life?
11. Did you ever feel lost in your life path? How did you find your way again?
12. What was a major turning point in your life?
13. Do you repent something in life?
14. What gets you excited about life?
15. What life lesson did you learn the hard way?
16. Do you ask enough questions or do you settle for what you know?
17. What’s a belief that you hold with which many people disagree?
18. Do you think crying is a sign of weakness or strength?
19. What is the difference between living and existing?
20. How is your joy today different from yesterday?
21. Are you holding onto something that you need to let go of?
22. What is the one thing you would most like to change about the world?
23. If we learn from our mistakes, why are we always so afraid to make a mistake?
24. In the haste of your daily life, what are you not seeing?
25. What lifts your spirits when life gets you down?
26. What is the difference between innocence and ignorance?
27. What does it mean to be human?
28. Why must you love someone enough to let them go?
29. What personal prisons have you built out of fears?
30. How would you describe ‘freedom’ in your own words?

Deep Questions about Life to ask a Girl

1. What or who would you sacrifice your life for?
2. What single event has had the biggest impact on who you are?
3. How do women differ from men?
4. Why does society place such a high value on beauty when it serves no functional purpose?
5. What are some examples of outside behaviors that are symptoms of inner emotional scars?
6. Why are there so many people who are lonely?
7. Why do you need a man in your life?
8. Why do some girls don’t like to have kids?
9. When is a girl considered independent?
10. How do women empower each other but also do the contrary?
11. Are women better leaders than men?
12. What Do You Wish You Had More Time For?
13. What Is Something That Everyone Should Everyone Be Trained To Be Able To Do?
14. What do you expect in a relationship?
15. If you were a man for a month, what things would you do?
16. Do you think you’d do better as a man?
17. How young is too young to get married and have a family?
18. Do life’s struggles really make you stronger?
19. If sleep wasn’t necessary, what would you do with all that extra time?
20. Why do you think truly meaningful relationships are so difficult to find?
21. If you could rule the world, what are the first things you would change?
22. Have you ever had a brush with death?
23. Do you think it’s possible to find true love more than once in a lifetime?
24. Should a couple live together first or wait until marriage?
25. Do you consider marriage to be the ultimate goal in a relationship?
26. Have you ever said “I love you” first in a relationship?
27. Is waiting for marriage romantic or unrealistic?
28. What one personality trait of yours would you want your children to have?
29. Would you rather have a baby without a partner or a partner without a baby?
30. Have you ever been “mansplained” and, if so, what did you do about it?

Deep Questions about Life to ask a Guy

1. Do you think it’s possible to find true love more than once in a lifetime?
2. Should a couple live together first or wait until marriage?
3. Do you consider marriage to be the ultimate goal in a relationship?
4. Have you ever said “I love you” first in a relationship?
5. Is waiting for marriage romantic or unrealistic?
6. What one personality trait of yours would you want your children to have?
7. Would you rather have a baby without a partner or a partner without a baby?
8. What is one thing no one realizes about you?
9. What song speaks to your soul?
10. What is one thing you’re happy you’ll never have to do again?
11. What are you most insecure about?
12. Are men better leaders than women?
13. What makes a man tough?
14. Why do some men cheat?
15. How do men like to be treated in a relationship?
16. What are your thoughts on online dating or tinder?
17. What do you think of best friends of the opposite sex?
18. How do you feel about sharing your password with your partner?
19. Would you still love your spouse if they were diagnosed with a terminal disease?
20. What is the craziest thing you’ve ever done and would you do it again?
21. Would you ever take back someone who cheated?
22. What is a relationship deal breaker for you?
23. When do you think a person is ready for marriage?
24. Who is that one person you can talk to about just anything?
25. Would you take on your significant other’s religion if they had one?
26. What did your past relationship teach you?
27. Do you usually stay friends with your exes?
28. Is flirting cheating?
29. Would you go through a girlfriend’s phone if you could?
30. What would you do if your parents didn’t like your partner?

Deep Questions about Life to ask Your Friends

1. What do you think about the current younger generation?
2. What’s one thing you believe in that’s kinda weird?
3. What do you think about freedom of speech?
4. What aspects of myself do I need to work on to be a better friend?
5. What makes you feel comfortable around me?
6. What do you think it is about us that made us such good friends?
7. Do you think we’ll still be friends when we die?
8. What’s one thing you’d like to do together that we haven’t yet done?
9. How do you forgive a friend?
10. How do you want to be supported by your friends?
11. What makes you feel vulnerable?
12. How do you empower a friend?
13. How secure or insecure do you tend to be in friendships?
14. What do you want people to feel when they’re around you?
15. Is it easy for you to show yourself love or speak kindly to yourself?
16. Would you be friends with someone who doesn’t have the same beliefs as you?
17. Are you still in touch with your childhood friends?
18. How long does it take you to trust someone?
19. What’s your biggest regret in life?
20. What do you think about when you’re by yourself?
21. Did you ever feel like your parents were your friends?
22. What do you think about freedom of speech?
23. What’s one thing you hope to never forget?
24. Do you have a hard time giving honest critique to a friend?
25. How would you deal with betrayal?
26. Have you ever reconciled with someone you were sure you’d never talk to again?
27. What was the most difficult “goodbye” in your life?
28. What’s the angriest you’ve ever been? What happened?
29. Could you bring yourself to kill someone to save a friend’s life?
30. Have you ever regretted being friends with someone?

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