I was going to guess you grew up in Illinois, but you said Massachusetts so I guessed wrong. Here’s what I can say about Illinois at that time: Oberweis happened.
If you live in the Chicago, Indianapolis, Milwaukee or St Louis areas, you’ve probably run across an Oberweis ice cream shop. It’s a dairy based out of Kane County, IL, and they’ve been doing milk deliveries since the 1920s. The current owner, Jim Oberweis, acquired the company in 1986 and I’m guessing there was a huge marketing push around then because I remember everyone (including us) had those grey Oberweis coolers on their porch. This was right around when interest in organic milk* was starting to rise but before there was a Whole Foods on every corner, so the easiest way to get premium milk (and other dairy products) was to have it delivered.
Now that you can get organic and premium milk, including Oberweis, in most grocery stores, the need for delivery has dropped off. Also, Jim Oberweis got into politics, but that’s another story for another thread.
*In the interest of completeness, Oberweis claims they don’t use hormones, mimimally pasteurizes the milk and feeds their cows high quality ingredients, but they don’t actually label their product “organic” from what I can tell.
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