Personal Regrets
Alternate Histories
Professional Reflections
Relationship Dynamics
Life Lessons
100

Personal Regrets (100)

What's one "should-have" moment in your life that you think would have changed your current path? 

100

Life Lessons (100)

What's a "should-have" piece of advice you received buy ignored, and how did that turn out?


200

Personal Regrets (200)

Describe a time when you said "I would have done that differently," and what you learned from it.


200

Professional Reflections (200)

In your career, is there a "would-have" decision that you believe could have significantly altered your professional journey?

200

Life Lessons (200)

Share a "would-have" scenario where you took a leap of faith and it paid off (or didn't).

300

Alternate Histories (300)

If you could rewrite a historical event with a "should-have" twist, what would it be and why?

300

Professional Reflections (300)

Reflect on a missed opportunity that you felt was a "should-have" and how it shapes your decisions today.


300

Relationship Dynamics (300)

Think of a relationship in your life where a "should-have" could have made a difference. What was it and how might things have changed?

300

Life Lessons (300)

If you had a time machine and could change one "should-have" or "would-have" in your past, what would it be and how do you think it would affect your present?

400

Alternate Histories (400)

Imagine if a famous figure (e.g., Einstein, Shakespeare) had made a different choice at a critical moment.  What impact do you think it would have had?

400

Relationship Dynamis (400)

Is there a "would-have" moment in your friendships or family relationships that stands out to you?

400

Life Lessons (400)

Think of a mundane, everyday decision (like taking a different route to work or home).  What's a "should-have" or "would-have" moment in that context that could have led to an interesting outcome.  Or did lead to an interesting outcome.

500

Alternate Histories (500)

Discuss a fictional character or story where a "should-have" or "would-have" could change the entire plot.


500

Life Lessons (500)

Have you ever had a "would-have" thought about a spontaneous adventure or activity you passed up? What might have happened?