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'The Goal-Getter' 50 Journal Prompts for Entrepreneurs



While journaling has been known to be a great tool for self discovery and improving mental health, it can also be equally beneficial for your business in a number of ways.


Decision Making

Journalling can help business owners and managers reflect on their experiences and make better-informed decisions by recording their thoughts and observations.

Progress Tracking

Journaling can also be used to track progress and measure the success of different strategies and tactics. By keeping a journal, business owners can better understand what is working and what is not, and make adjustments as necessary.

Goal Setting

By writing down your goals, business owners can make the goals more concrete and increase the chances of achieving them.

Information Log

Journaling can be used to document important information, such as customer interactions, market research, and financial data which can be useful for future reference.

Personal/Professional Development


By reflecting on their experiences and learning from their mistakes, business owners can improve their skills and knowledge and become more effective leaders.


Use the following prompts to help inspire your writing and your business.


TIP: Sharing some of your entries as captions for your social media posts can also be a great way to allow your audience to get to know you better!

  1. What are the main factors that determine whether or not someone will succeed in your industry?

  2. What do you know now that you didn’t know a year ago?

  3. What distractions get in the way of you being productive?

  4. What are some tricks you have to staying focused?

  5. tips/tricks/apps you use for managing your time

  6. What can you learn from your competitors?

  7. What are the things that you would like to improve in your business?

  8. What is your idea of a perfect client relationship?

  9. What do you think is your biggest advantage among other businesses in your industry?

  10. What have you learned so far from running your business?

  11. To whom do you owe your business smarts?

  12. How do you manage your time between work and home?

  13. How do you nurture a healthy client relationship?

  14. Who is your ideal client?

  15. What is the biggest struggle you face with your business?

  16. What is the most helpful feedback you’ve received?

  17. This time last year…

  18. Share a goal you recently achieved in life. (personal or business)

  19. Talk about how you manage your time. Share a time-saving hack

  20. How you recently stretched beyond your comfort zone & what you learned

  21. What was the moment you knew you wanted to start your business?

  22. Write about what kind of time management works best for you and any tips if you have (Do you use a paper planner? An app? Are all your appointments on your phone calendar? Do you time block your day?)

  23. What’s something you’d do differently in your career if you had the chance to?

  24. Highlight some of your favorite softwares/apps/programs that help your business run smoothly.

  25. If failure was impossible, what would you be doing right now?

  26. What are some things you’ve done that you’d never thought you’d do?

  27. What are your favorite books?

  28. What is the greatest challenge or struggle you have ever faced?

  29. What is the best advice you have ever received?

  30. What does success mean to you?

  31. Do you work better in the morning or at night?

  32. What does a routine work day look like for you?

  33. What is your funniest work story to date?

  34. If money didn’t exist, what would you do with your time?

  35. If you didn’t work in your current industry, which field would you be pursuing?

  36. Describe a past nightmare boss story. Is this the moment when you decided to pursue entrepreneurship?

  37. Why did you pick your current profession/industry?

  38. What career advice would you give your younger self?

  39. How do you deal with and manage work stress?

  40. What are some tips you have for managing work/home/life balance?

  41. If you could ban one question from the traditional interview process, which would you choose and why?

  42. Would you rather win the lottery or work at the perfect job?

  43. What’s your favorite way to spend a day off?

  44. Where do you see yourself in 10 years?

  45. What was your first job?

  46. What are some signs that you’re nearing burnout?

  47. What part of your work day do you enjoy most?

  48. What are your career ambitions?

  49. What’s a little win you’ve had this week?

  50. What does your work teach you? Does it offer continued opportunities for learning and growth?

"Writing in a journal reminds you of your goals and of your learning in life. It offers a place where you can hold a deliberate, thoughtful conversation with yourself." - Robin S. Sharma


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