How safe is the job/school/project you are picking?

Will anyone criticize you for this decision?

Is there any room for failure?

Who are you disappointing? Better question: Who is it you are trying to delight?

How daring is it?

Perhaps it’s worth evaluating the decision you are making: Are you doing it for yourself or for someone else? Are you picking this thing because is it’s safe and sensible or are you picking an adventure?