Daddy! What did you do?!!!

Wow, ok, I think this might almost be worth an entirely new thread
but...

"With Request".

I have heard repeatedly, from multiple instructors and fellow pilots,
that this is a major pet-peeve of ATC, and unless they are in a good
mood, almost guarantees that they will simply dismiss you as a "Timid
weekend flyer" (Not my words, please don't kill the messenger!!)

Generally I would take such advice with a grain of salt, if it weren't
for the large variety of (in my opinion) very skilled, experienced,
and professional pilots who had all provided the _EXACT_ same advice:

(and from now on, I'm paraphrasing)

They all say the same thing... "With request" is akin to "asking for
advice", I.E. "I'm not sure if I need X service or not, so I'm going
to take your airtime and ask you if your willing to give it to me...
But its not that important".

That's not their job, their job is to keep everything flowing
smoothly, not tell you whether or not you should take X or Y route...
You are the PIC, you hold the flight plan, you decide where your plane
is going. Your job is simply to inform them of your plan as clearly
and professionally as possible, and they will inform you if
circumstances require you to deviate from it. Nothing more, nothing
less.

/Paraphrase

I'll be the first to admit I'm 160 hour pilot... a rookie at best
(neophyte more like it)... But this advice comes from an ATP, the
owner of a local Aircraft Dealership, and my Instructor - none of whom
have ever met eachother, all of whom are in the 4 and 5 figures of
flight time, and the explanation given was always the same.

And, it kinda makes sense...

IMHO at least.