Out of the three questions that stimulate most are the first and the third one.
Second question of Hierankl is again the level 3 question of Maslow's , i.e. belongingness and love, which means, a settled and happy life with lots of life support, fun and love.
Hirerankl's third question, "are you intellectually stimulated?" is about the 4th stage, i.e, the stage above Belonginingness and Love.
Hierankl did not as any further questions, they knew that next level question will fall into the level of Self-Actualization and Self-Transcendence and Hierankl is not about people, "been there, done that" and now searching for the purpose of life!
I read somewhere, that, "Rule of thumb for the Western world: the things that we desire the most are the things that we need the least".
Tell me, if you desire money, power, Popularity and sex, why would you not need them or need them the least?
Yes, perhaps not, when we have got all that and now feel, I do not need it for any such reason.
I read sometime back, "Experience is the name everyone gives to his mistakes. Oscar Wilde."
This really appealed to me the great way. Not sure why but it says, mistakes are something that teaches you the most! If yes, then why be afraid of mistakes. Commit it and have as much experience as you can. But who knows, what we commit as mistakes may not be mistakes for you may not be caught or face any consequence. Learning comes from facing the consequence.