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50 Tough Questions To Ask Yourself, To Tell If You’re Actually Following Your Heart

While a lot of things that happen to us aren’t within our control, we do have the ability to choose how we respond to it. What you’ll realize though is sometimes it’s us standing in our own way of achieving the happiness we deserve.

1. Who makes you the happiest/best version of yourself?

2. Are you with them?

3. If not why?

4. And did you do everything you could to make it work?

5. If your pay got cut in half would you still do what you’re doing for a living?

6. Does your job make you genuinely happy?

7. If money didn’t matter what would you be doing with your life?

8. Why don’t you pursue it even a little?


9. If you could change one thing about yourself what would it be?

10. Do you have the ability to change it?

11. If so why haven’t you yet?

12. Think of your five closest friends why are you friends with them?

13. Do they value you to the extent you value them?

14. Have you called your parents today and told them you love them?

15. If you could live anywhere in the world where would it be?

16. Who would it be with?

17. And what is holding you back from leaving?

18. What did you want to be when you were younger?

19. Why didn’t you become it?

20. If you could change one thing about your past what would it be?

21. If there is one thing you’d like to see in your future what is it?

22. What is holding you back from achieving that?

23. Are you happy?

24. If you could be with anyone in your life who would it be?

25. Is it the person you are dating?

26. What is your biggest regret thus far?

27. Why haven’t you forgiven yourself?

28. Do you truly love yourself?

29. If not why?

30. What is one thing or one person you miss?

31. Have you told them?

32. Have you ever been in love?

33. Are you still in love with that person?

34. Have you told them this?

35. What’s been the best day of your entire life so far?

36. What’s one thing you want in your life?

37. Why don’t you have it?

38. When you think of your wedding day who do you think of?

39. Who is someone you admire most and why?

40. Name three things that make you truly happy?

41. When was the last time you did them?

42. Name the most recent thing you’ve done that’s made you unhappy?

43. Why do you keep doing it?

44. What is one thing you are looking forward to lately?

45. What is one place you’ve always wanted to visit?

46. Why haven’t you gone yet?

47. What is the number one thing holding you back in your life?

48. Why haven’t you let it go?

49. If you knew you were dying tomorrow what do you regret never having done?

50. If you knew you were dying tomorrow, what would you do today? TC mark

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