- When was the last time you tried something new?
- Who do you sometimes compare yourself to?
- What’s the most sensible thing you’ve ever heard someone say?
- What gets you excited about life?
- What life lesson did you learn the hard way?
- What do you wish you spent more time doing five years ago?
- Do you ask enough questions or do you settle for what you know?
- Who do you love and what are you doing about it?
- What’s a belief that you hold with which many people disagree?
- What can you do today that you were not capable of a year ago?
- Do you think crying is a sign of weakness or strength?
- What would you do differently if you knew nobody would judge you?
- Do you celebrate the things you do have?
- What is the difference between living and existing?
- If not now, then when?
- Have you done anything lately worth remembering?
- What does your joy look like today?
- Is it possible to lie without saying a word?
- If you had a friend who spoke to you in the same way that you sometimes speak to yourself, how long would you allow this person to be your friend?
- Which activities make you lose track of time?
- If you had to teach something, what would you teach?
- What would you regret not fully doing, being or having in your life?
- Are you holding onto something that you need to let go of?
- When you are 80-years-old, what will matter to you the most?
- When is it time to stop calculating risk and rewards and just do what you know is right?
- How old would you be if you didn’t know how old you are?
- Would you break the law to save a loved one?
- What makes you smile?
- When it’s all said and done, will you have said more than you’ve done?
- If you had the opportunity to get a message across to a large group of people, what would your message be?
- If the average human lifespan was 40 years, how would you live your life differently?
- What do we all have in common besides our genes that makes us human?
- If you could choose one book as a mandatory read for all high school students, which book would you choose?
- Would you rather have less work or more work you actually enjoy doing?
- What is important enough to go to war over?
- Which is worse, failing or never trying?
- When was the last time you listened to the sound of your own breathing?
- What’s something you know you do differently than most people?
- What does ‘The American Dream’ mean to you?
- Would you rather be a worried genius or a joyful simpleton?
- If you could instill one piece of advice in a newborn baby’s mind, what advice would you give?
- What is the most desirable trait another person can possess?
- What are you most grateful for?
- Is stealing to feed a starving child wrong?
- What do you want most?
- Are you more worried about doing things right, or doing the right things?
- What has life taught you recently?
- What is the one thing you would most like to change about the world?
- Where do you find inspiration?
- Can you describe your life in a six word sentence?
- If we learn from our mistakes, why are we always so afraid to make a mistake?
- What impact do you want to leave on the world?
- What is the most defining moment of your life thus far?
- In the haste of your daily life, what are you not seeing?
- If life is so short, why do we do so many things we don’t like and like so many things we don’t do?
- What lifts your spirits when life gets you down?
- Have you ever regretted something you did not say or do?
- Has your greatest fear ever come true?
- Why do we think of others the most when they’re gone?
- What is your most beloved childhood memory?
- Is it more important to love or be loved?
- If it all came back around to you, would it help you or hurt you?
- If you had the chance to go back in time and change one thing would you do it?
- If a doctor gave you five years to live, what would you try to accomplish?
- What is the difference between falling in love and being in love?
- Who do you think stands between you and happiness?
- What is the difference between innocence and ignorance?
- What is the simplest truth you can express in words?
- What gives your life meaning?
- Can there be happiness without sadness? Pleasure without pain? Peace without war?
- What’s the one thing you’d like others to remember about you at the end of your life?
- Is there such a thing as perfect?
- To what degree have you actually controlled the course your life has taken?
- What does it mean to be human?
- If you looked into the heart of your enemy, what do you think you would find that is different from what is in your own heart?
- What do you love most about yourself?
- Where would you most like to go and why?
- Is it more important to do what you love or to love what you are doing?
- What do you imagine yourself doing ten years from now?
- What small act of kindness were you once shown that you will never forget?
- What is your happiest childhood memory? What makes it so special?
- Do you own your things or do your things own you?
- Would you rather lose all of your old memories or never be able to make new ones?
- How do you deal with someone in a position of power who wants you to fail?
- What do you have that you cannot live without?
- When you close your eyes what do you see?
- What sustains you on a daily basis?
- What are your top five personal values?
- Why must you love someone enough to let them go?
- Do you ever celebrate the green lights?
- What personal prisons have you built out of fears?
- What one thing have you not done that you really want to do?
- Why are you, you?
- If you haven’t achieved it yet what do you have to lose?
- What three words would you use to describe the last three months of your life?
- Is it ever right to do the wrong thing? Is it ever wrong to do the right thing?
- How would you describe ‘freedom’ in your own words?
- What is the most important thing you could do right now in your personal life?
- If you could ask one person, alive or dead, only one question, who would you ask and what would you ask?
- If happiness was the national currency, what kind of work would make you rich?
- What is your number one goal for the next six months?
- Would you ever give up your life to save someone else?
- Are you happy with yourself?
- What is the meaning of ‘peace’ to you?
- What are three moral rules you will never break?
- What does it mean to allow another person to truly love you?
- Who or what do you think of when you think of love?
- If your life was a novel, what would be the title and how would your story end?
- What would you not give up for $1,000,000 in cash?
- When do you feel most like yourself?
- When you help someone do you ever think, “What’s in it for me?”
- What is your greatest challenge?
- How do you know when it’s time to continue holding on or time to let go?
- How do you define success?
- If someone could tell you the exact day and time you are going to die, would you want them to tell you?
- If I could grant you one wish what would you wish for?
- What have you read online recently that inspired you?
- Why do religions that advocate unity divide the human race?
- If you could live one day of your life over again, what day would you choose?
- What can money not buy?
- If you left this life tomorrow, how would you be remembered?
- Beyond the titles that others have given you, who are you?
- If you could live the next 24 hours and then erase it and start over just once, what would you do?
- Is it possible to know the truth without challenging it first?
- What word best describes the way you’ve spent the last month of your life?
- What makes everyone smile?
- What do you owe yourself?
- What would your ‘priceless’ Mastercard-style commercial be?
- Can you think of a time when impossible became possible?
- Why do you matter?
- How have you changed in the last five years?
- What are you sure of in your life?
- When you think of ‘home,’ what, specifically, do you think of?
- What’s the difference between settling for things and accepting the way things are?
- How many of your friends would you trust with your life?
- What’s your definition of heaven?
- What is your most prized possession?
- How would you describe yourself in one sentence?
- What stands between you and happiness?
- What makes a person beautiful?
- Is there ever a time when giving up makes sense?
- What makes you proud?
- How do you find the strength to do what you know in your heart is right?
- Where do you find peace?
- When have you worked hard and loved every minute of it?
- How short would your life have to be before you would start living differently today?
- Is it better to have loved and lost or to have never loved at all?
- What would you do if you made a mistake and somebody died?
- Who do you trust and why?
- If you were forced to eliminate every physical possession from your life with the exception of what could fit into a single backpack, what would you put in it?
- When does silence convey more meaning than words?
- How do you spend the majority of your free time?
- Who do you think of first when you think of ‘success?’
- What did you want to be when you grew up?
- How will today matter in five years from now?
- How have you helped someone else recently?
- What is your greatest skill?
- Do you see to believe or believe to see?
- How are you pursuing your dreams right now?
- What’s the next big step you need to take?
- If today was the last day of your life, would you want to do what you are about to do today?
- If today was the last day of your life, who would you call and what would you tell them?
- Who do you dream about?
- What do you have trouble seeing clearly in your mind?
- What are you looking forward to?
- What is the number one thing you want to accomplish before you die?
- When is love a weakness?
- What has been the most terrifying moment of your life thus far?
- Who is the strongest person you know?
- If you could take a single photograph of your life, what would it look like?
- Is the reward worth the risk?
- For you personally, what makes today worth living?
- What have you done in the last year that makes you proud?
- What did you learn recently that changed the way you live?
- What is your fondest memory from the past three years?
- What are the primary components of a happy life?
- How would the world be different if you were never born?
- What is your favorite song and why?
- With the resources you have right now, what can you do to bring yourself closer to your goal?
- What are your top three priorities?
- Why do we idolize sports players?
- What is the nicest thing someone has ever done for you?
- What do you see when you look into the future?
- What makes you angry? Why?
- What is the most valuable life lesson you learned from your parents?
- What does love feel like?
- What are your favorite simple pleasures?
- If you could go back in time and tell a younger version of yourself one thing, what would you tell?
- What do you do to deliberately impress others?
- What will you never do?
- Excluding romantic relationships, who do you love?
- What is your earliest childhood memory?
- What book has had the greatest influence on your life?
- What three questions do you wish you knew the answers to?
- What is the greatest peer pressure you’ve ever felt?
- What’s the biggest lie you once believed was true?
- In your lifetime, what have you done that hurt someone else?
- What’s the best part of growing older?
- What’s been on your mind most lately?
- What do you think is worth waiting for?
- What chances do you wish you had taken?
- Where else would you like to live? Why?
- What motivates you to go to work each day?
- What do you wish you had done differently?
- What is your greatest strength and your greatest weakness?
- When was the last time you lied? What did you lie about?
- What made you smile this week?
- What do you do with the majority of your money?
- What motivates you to be your best?
- When was the last time you lost your temper? About what?
- What will you never give up on?
- When you look into the past, what do you miss the most?
- How would you describe the past year of your life in one sentence?
- What is the most spontaneous thing you’ve ever done?
- What makes you uncomfortable?
- If you had to move 3000 miles away, what one thing would you miss the most?
- What worries you about the future?
- What one ‘need’ and one ‘want’ will you strive to achieve in the next twelve months?
- What life lessons did you have to experience firsthand before you fully understood them?
- Do you like the city or town you live in? Why or why not?
- What’s the best part of being you?
- When you look back over the past month, what single moment stands out?
- What do you do to relieve stress?
- What is your happiest memory?
- What is your saddest memory?
- What would you like to change?
- How many people do you love?
- What’s the best decision you’ve ever made?
- What’s your favorite true story that you enjoy sharing with others?
- Right now, at this moment, what do you want most?
- What are you waiting for? How are you writing your life’s story?
- What makes love last?
- What good comes from suffering?
- What’s the most important lesson you’ve learned in the last year?
- Based on you current daily actions and routines, where would you expect to be in five years?
- What was your last major accomplishment?
- Through all of life’s twists and turns who has been there for you?
- What or who has been distracting you?
- What are you looking forward to in the upcoming week?
- Who is your mentor and what have you learned from them?
- What are you uncertain about?
- What do you think about when you lie awake in bed?
- What’s something most people don’t know about you?
- When you have a random hour of free time, what do you usually do?
- What makes you weird?
- If you could relive yesterday what would you do differently?
- What do you do over and over again that you hate doing?
- Would you rather your child be less attractive and extremely intelligent or extremely attractive and less intelligent?
- What white lies do you often tell?
- What is the biggest change you have made in your life in the last year?
- What do you understand today about your life that you did not understand a year ago?
- Whose life have you had the greatest impact on?
- What did life teach you yesterday?
- Who impresses you?
- What have you done that you are not proud of?
- When should you reveal a secret that you promised you wouldn’t reveal?
- How would you spend your ideal day?
- What is the one primary quality you look for in a significant other?
- What do you admire most about your mother and father?
- What is the best advice you have ever received?
- If you could live forever, would you want to? Why?
- If you had to be someone else for one day, who would you be and why?
- What positive changes have you made in your life recently?
- Who makes you feel good about yourself?
- What is your biggest regret?
- Which one of your responsibilities do you wish you could get rid of?
- What’s something you don’t like to do that you are still really good at?
- What type of person angers you the most?
- What is missing in your life?
- What is your most striking physical attribute?
- What has fear of failure stopped you from doing?
- Who would you like to please the most?
- If you could go back in time and change things, what would you change about the week that just passed?
- When you meet someone for the very first time what do you want them to think about you?
- Who would you like to forgive?
- At what point during the last five years have you felt lost and alone?
- What is one opportunity you believe you missed out on when you were younger?
- What do you want more of in your life?
- What do you want less of in your life?
- Who depends on you?
- Who has had the greatest impact on your life?
- Are you happy with where you are in your life? Why?
- In one year from today, how do you think your life will be different?
- How have you sabotaged yourself in the past five years?
- Other than money, what else have you gained from your current job?
- Whom do you secretly envy? Why?
- In twenty years, what do you want to remember?
- What are you most excited about in your life right now – today?
- What experience from this past year do you appreciate the most?
- What is the most enjoyable thing your family has done together in the last three years?
- How many hours of television do you watch in a week? A month? A year?
- What is the biggest obstacle that stands in your way right now?
- What do you sometimes pretend you understand that you really don’t?
- What do you like most about your job? What do you dislike most about your job?
- What’s something new you recently learned about yourself?
- In one sentence, how would you describe your relationship with your mother?
- What was the most defining moment in your life during this past year?
- What’s the number one change you need to make in your life in the next twelve months?
- What makes you feel secure?
- What is your favorite sound?
- What are the top three qualities you look for in a friend?
- What simple gesture have you recently witnessed that renewed your hope in humanity?
- What is your favorite smell?
- What recent memory makes you smile the most?
- In one word, how would you describe your childhood?
- What celebrities do you admire? Why?
- What is the number one motivator in your life right now?
- What music do you listen to to lift your spirits when you’re feeling down?
- If I gave you $1000 and told you that you had to spend it today, what would you buy?
- What was the last thing that made you laugh out loud?
- What is your biggest pet peeve?
- Who was the last person you said “I love you” to?
- What is your biggest phobia?
- What are some recent compliments you’ve received?
- How many friends do you have in real life that you talk to regularly?
- How much money per month is enough for you to live comfortably?
- When was your first impression of someone totally wrong?
- How many hours a week do you spend online?
- What do you love to do?
- What specific character trait do you want to be known for?
- Are you more like your mom or your dad? In what way?
- What is the number one quality that makes someone a good leader?
- What bad habits do you want to break?
- What is your favorite place on Earth?
- What do you love to practice?
- What questions do you often ask yourself?
- What are you an expert at?
- How would an extra $1000 a month change your life?
- What things in life should always be free?
- What is your favorite time of the year?
- What is something you have always wanted since you were a kid?
- What is the most recent dream you remember having while sleeping?
- What confuses you?
- In what way are you your own worst enemy?
- When did you not speak up when you should have?
- What is your favorite quote?
- What is your favorite fictional story? (novel, movie, fairytale, etc.)
- Where or who do you turn to when you need good advice?
- What artistic medium do you use to express yourself?
- Who or what is the greatest enemy of mankind?
- What’s something you wish you had done earlier in life?
- What is the closest you have ever come to fearing for your life?
- How do you deal with isolation and loneliness?
- What do you know well enough to teach to others?
- What’s a quick decision you once made that changed your life?
- What have you lost interest in recently?
- What makes life easier?
- What was the last thing you furiously argued about with someone?
- What job would you never do no matter how much it paid?
- What is the number one solution to healing the world?
- What could society do without?
- What stresses you out?
- Now that it’s behind you, what did you do last week that was memorable?
- Where do you spend most of your time while you’re awake?
- What makes someone a hero?
- When in your life have you been a victim of stereotyping?
- When was the last time you felt lucky?
- When did you first realize that life is short?
- What is the most insensitive thing a person can do?
- What can someone do to grab your attention?
- What do you usually think about on your drive home from work?
- What’s one downside of the modern day world?
- What simple fact do you wish more people understood?
- If you could do it all over again, would you change anything?
- How would you describe your future in three words?
