Am I going after what I want?
This can hold so many meanings depending on the word that's emphasized:
Am I going after what I want? (Is it happening?)
Am I going after what I want? (Am I the one doing the work or am I waiting for someone else to do it?)
Am I going after what I want? (Am I actively doing it right now?)
Am I going after what I want? (Is this relevant? What am I seeking?)
Am I going after what I want? (Self-explanatory. Am I seeking approval and/or trying to make someone else happy at my own expense?)
Am I going after what I want? (Is this my passion, desire, and/or goal?)
Other check-in questions for myself:
Am I standing up for myself? For others?
Am I letting fear dictate my life? In other words, are my actions coming from me drive toward something or away from something?
Am I happy with where I am? If not, what steps am I taking to change that?