Well obviously since they know someone on Kite's level was outclassed, they're going to be cautious. You are:

A.) Underestimating Kite's professionalism, of someone who gained Ging's respect.

B.) Claiming the Chairman and the two "badasses" should rush in unprepared after full well knowing they'd die with their current preparation.

C.) Comparing Kite's decisions to the Chairman, who has after-the-fact knowledge of the situation.