Questions to ask Mr. Caisley - Try to think of original ones

1. What literary pilgrimages have you gone on?
2. What is the first play that made you cry?
3. What is the most unethical practice in the publishing industry?
4. Does writing energize or exhaust you?
5. What are common traps for aspiring writers?
6. Does a big ego help or hurt writers?
7. What is your writing Kryptonite?
8. Have you ever gotten reader’s block?
9. Did you ever consider writing under a pseudonym?
10. Do you try more to be original or to deliver to readers what they want?
11. Do you think someone could be a playwright if they don’t feel emotions strongly?
12. What other playwrights are you friends with, and how do they help you become a better writer?
13. If you could tell your younger writing self anything, what would it be?
14. How did publishing your first play change your process of writing?
15. What was the best money you ever spent as a playwright?
16. What playwrights did you dislike at first but grew into?
17. What did you do with your first advance?
18. What was an early experience where you learned that language had power?
19. What are the most important magazines for playwrights to subscribe to?
20. What’s your favorite under-appreciated play?
21. How do you balance making demands on the reader with taking care of the reader?
22. What do you owe the real people upon whom you base your characters?
23. How many unpublished and half-finished plays do you have?
24. What does literary success look like to you?
25. What’s the best way to market your plays?
26. What kind of research do you do, and how long do you spend researching before beginning a play?
27. Do you view writing as a kind of spiritual practice?
28. What’s the most difficult thing about writing characters from the opposite sex?
29. How long were you a part-time writer before you became a full-time one?
30. How many hours a day do you write?
31. What period of your life do you find you write about most often? (child, teenager, young adult)
32. What did you edit out of this play?”
33. Have you read anything that made you think differently about fiction?
34. What are the ethics of writing about historical figures?
35. How do you select the names of your characters?
36. If you didn’t write, what would you do for work?
37. Do you read your  reviews? How do you deal with bad or good ones?
38. Do you hide any secrets  that only a few people will find?
39. What was your hardest scene to write?
40. Do you Google yourself?
41. What one thing would you give up to become a better writer?
42. What is the most difficult part of your artistic process?
43. Does your family support your career as a writer?
44. If you had to do something differently as a child or teenager to become a better writer as an adult, what would you do?
45. How long on average does it take you to write a play?
46. Do you believe in writer’s block? (DO NOT ask whether they’ve had writer’s block).