What sort of questions should I ask?
This is a great question. Implicit in the question is that there's so much to be known, we can't know everything, and so what's the most important thing we can know? Our time is limited, so the best questions address our core situation; "Who am I?" "Why am I here?" "What is the purpose of my existence?" "How can I be freed from suffering?" "What/who is the source of everything?" Answers to such questions are the sum and substance of everything we offer on Krishna.com.
The topic of "what questions should I ask" is addressed again and again in our sacred texts:
Srimad-Bhagavatam, 7.16.6, Purport:
"The real vidvan [intelligent person] is one who tries to understand his own position within this material world. For example, when Sanatana Gosvami submitted to the lotus feet of Sri Caitanya Mahaprabhu, his first question was 'ke ami', 'kene amaya jare tapa-traya'. In other words, he wanted to know his constitutional position and why he was suffering from the threefold miseries of material existence. This is the process of education. If one does not ask, 'Who am I? What is the goal of my life?' but instead follows the same animal propensities as cats and dogs, what is the use of his education?"
"O sages, I have been justly questioned by you. Your questions are worthy because they relate to Lord Krishna and so are of relevance to the world's welfare. Only questions of this sort are capable of completely satisfying the self."
Srimad-Bhagavatam, 1.2.5, Purport:
"In Bhagavad-gita (15.15) the Personality of Godhead says that in all the Vedas there is nothing but the urge for searching after Him, Lord Krishna. Thus the questions that pertain to Krishna are the sum and substance of all the Vedic inquiries."
Science of Self Realization
The Vedanta-sutra begins with the key inquiry about the Transcendence, athato brahma jijñasa: 'One should now inquire about Brahman, or the Transcendence.'
As long as a man is in the full vigor of life, he forgets the naked truth of death, which he has to meet. Thus a foolish man makes no relevant inquiry about the real problems of life. Everyone thinks that he will never die, although he sees evidence of death before his eyes at every second. Here is the distinction between animalism and humanity."
Science of Self Realization
"A man who is not intelligent enough does not inquire about this transcendental life; instead, he inquires about many irrelevant matters which do not concern his eternal existence. From the very beginning of his life, he inquires from his mother, father, teachers, professors, books, and so many other sources, but he does not have the right type of information about his real life."
"Just try to learn the truth by approaching a spiritual master. Inquire from him submissively and render service unto him. The self-realized souls can impart knowledge unto you because they have seen the truth."
"The whole world is full of questions and answers. The birds, beasts and men are all busy in the matter of perpetual questions and answers. In the morning the birds in the nest become busy with questions and answers, and in the evening also the same birds come back and again become busy with questions and answers. The human being, unless he is fast asleep at night, is busy with questions and answers. The businessmen in the market are busy with questions and answers, and so also the lawyers in the court and the students in the schools and colleges. The legislators in the parliament are also busy with questions and answers, and the politicians and the press representatives are all busy with questions and answers. Although they go on making such questions and answers for their whole lives, they are not at all satisfied. Satisfaction of the soul can only be obtained by questions and answers on the subject of Krishna."