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I'm from the West Coast - My mom grew up in Texas, Oklahoma and Missouri before moving to California at the end of high school. There are some things she says that drive me nuts ("salza" instead of "salsa"), but, I suppose, like her, I pronounce these words with a nearly indistinguishable difference (Berry/Barry) - My uncle's name is Berry (not Barry). To my wife, who's from New York/New Jersey/Connecticut, she says I pronounce "Aaron" and "Erin" the same. But I know she's not "really" listening to the difference. It's where I'm putting the emphasis on the vowel sound. However, I have to admit I'm likely pronouncing as the same vowel sound.

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This little trick from Reddit I stumbled across will likely help me with some of my pronunciation:
"In Wales, I know several Aarons who pronounce it Air-un, the double /aa/ beginning lengthens the initial sound. Erin is always eh-rin, with a short /e/ like in ‘egg’."

I'm afraid that you must think, upon listening to them closely, that most Americans "have no idea how to enunciate." We are indeed not taught how to do so, or at least I was not. I'm from Austin, Texas and grew up pronouncing all of these word pairs exactly the same, and continue to do so, though I know others who pronounce them slightly differently. berry = Barry = bury. I presume it was a similar dialect issue that led the class to be very confused when my Latin teacher attempted to use the words "pin" and "pen" to demonstrate the difference between the short "i" and "e"; most of the class pronounces these words identically with the "i" sound, as in most words with "en". He would have been better off using "pit" and "pet", which are much more distinct. I would have said "pin" and "pen" were homophones (same pronunciation, different definitions). I find the differences in pronunciation across different English-speaking areas fascinating.

It's called having a different dialect