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01:59 Don't be afraid of vulnerability.
02:19 Do ease into more deeper and more difficult questions.
02:42 Do understand the context of your conversation.
03:09 Do give other people some time to warm up.
03:24 Don't beat the dead horse along the way.
03:58 Listen carefully to what people say.
04:28 Don't just have a cookbook of questions.
04:51 Do be prepared for unexpected answers.
04:57 Ask open-ended questions.
05:21 Never ask a question you wouldn't be comfortable to answer yourself.
Starter questions:
-What do you do when you're not working?
-Did you choose your profession or did it choose you?
-What would you do if you won the lottery?
-What is your favorite way to relax?
-What is your favorite book to read?
-What makes you laugh the most?
-What is your favorite holiday?
-What was the last book you read/movie you saw?
-What are your favorite TV shows?
-What is one thing you're glad you tried but would never do again?
-When people come to you for help, what do they usually want help with?
-Who’s your go to band or artist when you can’t decide on something to listen to?
-What’s something you like to do the old-fashioned way?
-What is something you have only recently formed an opinion about?
-What are you interested in that most people haven’t heard of?
-What is something you think everyone should do at least once in their lives?
-What is something that people are obsessed with but you just don’t get the point of?
-Where is the most interesting place you’ve been?
-What is the luckiest thing that has happened to you?
-What is your biggest pet peeve with modern technology?
-What object have you been searching for with no luck?
-What social customs do you wish would just disappear?
-What quirky things do people do where you are from?
-Who or where would you haunt if you were a ghost?
Now, once you're past starter questions, you want to dig a little deeper and really understand what the other person is all about. So, once you've gone through these introduction questions that are fun, you move on to some more in-depth questions.
-What gets you out of bed every day?
-What do you value in a friendship?
-What do you say more often in life: yes or no?
-What is on your bucket list?
-What would you tell your teenage self if you could go back in time?
-What is the hardest part about raising children?
-What do you wish was different about modern parenting?
-What gets you fired up?
-What mistake do you keep making again and again?
-What have you created that you are most proud of?
-What’s the best thing you got from your parents?
-What’s one responsibility you really wish you didn’t have?
-What’s the best and worst thing about getting older?
-What chance encounter changed your life forever?
-What do you regret not doing?
-Do you believe in second chances?
-Do you want to retire to live or live to retire?
-What are some things you wish you could unlearn?
-What do you wish your brain was better at doing?
-What or who couldn't you live without?
-When do you feel the most confident?
-If a crystal ball could tell you anything about your future, what would you want to know?
-If you could change one personal decision in your past, what would that be?
-What goal are you working on now?
-What scares you about the future?
-When was the last time you cried?
-Do you believe people are at the whim of destiny or that they can create it themselves?
-Who is someone that you miss having in your life?
-What question do you always want to ask people but don't have the courage to ask?
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