The phrase implies a lack of caution or consideration for potential risks in one's actions. He decided to invest head first in the stock, ignoring all the risks.
Pro Tip 2/3
Negative Connotation
Using 'head first' often suggests a negative outcome due to insufficient planning or thought. She took on the challenging task head first and ended up overwhelmed.
Pro Tip 3/3
Spontaneity
This expression emphasizes acting on impulse rather than following a plan. He packed his bags and moved to the new city head first.