Special Characters

Q. I’m wondering your take on my company’s bigwigs’ insistence on using a dollar sign in the following sentences:

            (1) “How about 25 little cigars for less than $35 little dollars?”

            (2) “We’re sending summer out with a bang . . . for less than $35 bucks!”

I’ve made my case against it and basically have been told that I’m being a nitpicker.