Deep questions that stay kind

Beliefs you changed, things you're quietly proud of, what ten-years-ago you would say.

1. If you had to give yourself a nickname that's painfully accurate, what is it?
2. Would you rather spend a month somewhere beautiful alone, or a month travelling with friends?
3. Never have I ever measured my progress against someone my age and felt behind.
4. Introduce yourself for thirty seconds without mentioning work or school once.
5. As a kid, what did you assume being a grown-up would feel like day to day?
6. Would you rather always know your choice was right, or always be able to swap it later?
7. Never have I ever finished something purely because I'd already told people I would.
8. Say a fifteen-second message out loud to yourself one year from now.
9. What advice do you hand out to other people and completely ignore yourself?
10. Would you rather be handed a lot more courage, or a lot more patience?
11. Never have I ever steered a conversation on purpose so someone would compliment me.
12. Give yourself a fifteen-second pep talk out loud, in the third person.
13. Which advice did you brush off when you were younger and later found out was right?
14. Would you rather get two extra hours in every day, or a whole free month once a year?
15. Never have I ever bought proper equipment for a hobby I did exactly twice.
16. Teach the group something you actually know well. Thirty seconds, go.
17. What do you do at home when you're sure nobody's watching? The boring version counts.
18. Would you rather master anything in a day and lose it in a year, or take five years and keep it forever?
19. Never have I ever written a list of goals and then never opened it again.
20. Give a twenty-second speech thanking the person you'd thank if you ever won something.
21. Which of your choices would you most like to watch the alternate version of?
22. Would you rather wake up fluent in one language, or able to play one instrument beautifully?
23. Never have I ever spent a whole commute imagining a completely different life for myself.
24. What are you genuinely bad at but hate admitting in front of people?
25. Would you rather never feel bored again, or never feel rushed again?
26. Never have I ever started a journal and stopped inside a week.
27. What are you hopeless at turning down?
28. Would you rather be praised loudly for something minor, or thanked privately for something that mattered?
29. Never have I ever declared that my new life begins on Monday.
30. What's an opinion you've flipped on, and what actually changed your mind?