Work & Career Table Topics Questions

40 questions · updated 2026-10-12

Jobs, colleagues, ambitions, and lessons learned at work. Every question below is open-ended and answerable in a 1 to 2 minute impromptu speech. Draw one at random, or scroll for the full list.

Your set of 3

  1. How do you recover after a presentation that did not go as planned?

    Work & Career Time this (1–2 min)

  2. What is the kindest thing a stranger at work ever did for you?

    Work & Career Time this (1–2 min)

  3. What email do you wish you could send to your very first boss?

    Work & Career Time this (1–2 min)

All 40 work & career questions

  1. What was your very first job, and what did it teach you? Time this
  2. Who is the best colleague you have ever worked with, and what made them great? Time this
  3. How do you know when it is time to leave a job? Time this
  4. What is a piece of career advice you ignored and later wished you had followed? Time this
  5. When did you feel most proud of something you did at work? Time this
  6. Which skill from a past job helps you in ways nobody would expect? Time this
  7. What does a truly good day at work look like for you? Time this
  8. How do you handle a colleague who never meets deadlines? Time this
  9. What would you do for a living if salary were not a factor? Time this
  10. Which workplace mistake taught you the most? Time this
  11. How has your idea of success at work changed over the years? Time this
  12. What is the hardest part of starting a new job? Time this
  13. When has saying no at work turned out to be the right call? Time this
  14. Who gave you your first real chance, and how did it happen? Time this
  15. What makes a meeting worth attending? Time this
  16. How do you keep your energy up during a long, dull task? Time this
  17. What is a job you would never want, and what does that reveal about you? Time this
  18. Which habit of a former boss do you now try to copy, or avoid? Time this
  19. How do you separate work from the rest of your life? Time this
  20. What would you tell a young person choosing their first career? Time this
  21. When has a job interview gone in a direction you never expected? Time this
  22. What does your dream retirement look like? Time this
  23. What question do you wish an interviewer had asked you? Time this
  24. How do you recover after a presentation that did not go as planned? Time this
  25. What small ritual helps you start your workday with focus? Time this
  26. What is the strangest interview question you have ever been asked? Time this
  27. How do you celebrate finishing a big project at work? Time this
  28. Which task at work do you quietly enjoy more than you admit? Time this
  29. What is a workplace tradition you wish more companies had? Time this
  30. How do you know when a project has finally gone well? Time this
  31. Which coworker's advice changed how you handle stress at work? Time this
  32. What is the best piece of feedback a customer or client ever gave you? Time this
  33. How do you recover after a long stretch of overtime? Time this
  34. Which unwritten rule of your workplace took you the longest to learn? Time this
  35. What is the kindest thing a stranger at work ever did for you? Time this
  36. Which task at your job takes far longer to explain than to actually do? Time this
  37. How do you decide when it is finally time to ask for a raise or promotion? Time this
  38. What email do you wish you could send to your very first boss? Time this
  39. Which small perk at a past job meant more than it should have? Time this
  40. How do you recover on the Monday after a rough week at work? Time this

Open the Table Topics timer →

Meeting on Zoom? Add Toastmusters Timer to Zoom and your video background turns green, yellow and red on its own.

More categories