The best examples that come to mind are when ordering food. As examples:
• You speak English and Spanish and are ordering a burrito
• You speak Thai and English and are ordering Tom Yum
I imagine it could depend on numerous things:
• You primary language or ethnicity
• What sort of restaurant
• Who you’re dining with
• Who you’re ordering from
• and probably a lot more…
The German r isn’t trilled, though. Not every “hard” r is “trilled”, that’s a unique feature of a specific set of languages and regional accents, like Spanish.
Also, as a German I’d frown so hard at someone who pronounces “Microsoft” like that, even most Germans don’t speak like that. Can’t you at least pronounce it as if it was written “Maikroßoft” (with a German r and a sharp s), i.e. like most Germans do? “ai” and sharp s are common sounds in German.
I feel you on having difficulties switching between accents quickly, though. I definitely run into this issue when I try pronouncing English words with English r, w or all those diphtongs that English tends to use instead of the single vowel that’s written down.
German has three widespread r variants, including a trilled one (which is most common around me, but not standard Hochdeutsch), and even more less widespread ones. If you go to Herborn, you can even find native German speakers with a rhotic r that sounds just like the one I grew up with in the US.
I wouldn’t call these variants “widespread”, but fair enough.
Do the Germans around you actually pronounce “Microsoft” like that, with German i and voiced s?
The old ones do, but young people think I’m cringe. I personally find it way more cringe if I pronounce the rest of the sentence with a strong American accent though, so my friends can call me cringe and I’m okay with it. Regarding my other example, „der Song,“ I tend to just say „das lied” instead, because I recognize that pronouncing it like „der (Minne)sang“ with an o is wrong and hard to understand.
But why do you get an American accent when you pronounce “Microsoft” like a German who speaks English with a German accent? “ai” and sharp s are common sounds in German.
My brain just gets confused, and it automatically switches. I’d like to be able to go back and forth easily, but I can’t. It might come in time, but for now I just stick with the pronunciation that leads from the spelling and standard German pronunciation rules (somewhat tailored to the local dialect)