Re: Why is the Federation so dumb?
Besides, cloaking tech was no longer that useful in the Dominion War since the Dominion can see cloaked ships (and the cloak still means the ship can't use shields or weapons) and if the Dominion can see cloaked ships you can bet the Borg can too.
Guess it depends on what version of the Borg you mean. The TNG Borg who can analyze and adapt or the VOY Borg who can't blow their nose unless they assimilate someone who knows how.
"I was never a Star Trek fan." J.J. Abrams