Answered by Sayyidi Habib Umar bin Hafiz (may Allah protect him and benefit us by him)
How can I differentiate between when I act out of wisdom and when I act following the caprice (hawa) of the lower self?
Caprice and wisdom are in opposition to each other. Someone driven by his caprice rushes to gratify the desires of his lower self in a state of heedlessness of Allah. Someone who acts out of wisdom, on the other hand, rushes to seek that which pleases Allah and His Messenger ﷺ, and this is hard for his lower self. He experiences tranquillity, especially when he remembers Allah, and increases in humility and abasement in front of Allah.