- How old would you be if you didn’t know how old you are?
- Which is worse, failing or never trying?
- 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?
- If happiness was the national currency, what kind of work would make you rich?
- Are you doing what you believe in, or are you settling for what you are doing?
- If the average human life span was 40 years, how would you live your life differently?
- To what degree have you actually controlled the course your life has taken?
- Are you more worried about doing things right, or doing the right things?
- If you could offer a child only one piece of advice, what would it be?
- What’s something you know you do differently than most people?
- If you had to move to a state or country besides the one you currently live in, where would you move and why?
- Have you been the kind of friend you want as a friend?
- Which is worse, when a good friend moves away, or losing touch with a good friend who lives right near you?
- What are you most grateful for?
- Is is possible to know the truth without challenging it first?
- Do you remember that time five years ago when you were extremely upset? Does it really matter now?
- What is your happiest childhood memory?
- At what time in your recent past have you felt most passionate and alive?
- If not now, when?
- If you haven’t achieved it yet, what do you have to lose?
- Have you ever been with someone, said nothing, and walked away feeling like you had the best conversation ever?
- Is it possible to know, without a doubt, what is good and what is evil?
- If you just won a million dollars, would you quit your job?
- Would you rather have less work to do, or more work you actually enjoy doing?
- Do you feel like you’ve lived this day a hundred times before?
- If you knew that everyone you know was going to die tomorrow, who would you visit today?
- What is the difference between being alive and truly living?
- When is it time to stop calculating risk and rewards, and just go ahead and do what you know is right?
- If we learn from our mistakes, why are we always so afraid to make a mistake?
- What would you do differently if you knew nobody would judge you?
- When was the last time you noticed the sound of your own breathing?
- What do you love? Have any of your recent actions openly expressed this love?
- In five years from now, will you remember what you did yesterday? What about the day before that? Or the day before that?
- Decisions are being made right now. Are you making them for yourself, or are you letting others make them for you?
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Nicole DiGiose 
Nice list. I especially like 20.
Thank you for reading, Kirsten, as always! ^_^
Great list my friend 🙂
Certainly. Thank you, Jake.
Very important questions that should be answered and followed through in the journey of life.