There is a way in which, if we become aligned with a Vaiṣṇava and we are able to please the Vaiṣṇava, then we can understand that we are pleasing Kṛṣṇa. The other way is that when we understand clearly what Kṛṣṇa's intentions and desires are, and we know we are aligned with them properly, then we can assume that we are also pleasing Kṛṣṇa. This is because guru, sādhu, and śāstra are all in alignment. Since I mentioned the sādhu, it's helpful to get confirmation. You know, devotees are careful about that. For instance, Kavirāja Gosvāmī, when he was about to write the Caitanya Caritāmṛta, everyone told him he should do it, but he still went to the Deity and said, "Should I do it?" A garland fell down, and everyone said, "Yay!"

So, devotees are careful to check in with the guru, make sure they're following śāstra, and the sādhus can be really helpful, because it's easy to doubt oneself. But if you have people around you who have your best interest in mind, and you can consult with them and say, "How am I doing?" you will find it's helpful, because it's hard to see sometimes how we're doing. There are also detractors. As soon as you try to do something for Kṛṣṇa, then somebody is going to come along and say, "You're doing it completely wrong." So, you have to have trusted people that you can say, "Am I really doing it wrong, or am I okay?
(excerpt from the answer)
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