My opinion would depend on what kind of boss your uncle was. I don't see any difference between the two phrasings.
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Gene93 Hello,What in your opinion is the difference between "I worked for my uncle over the summer." and "I worked for my uncle during the summer."? To me they mean the same thing, but they probably mean two very different things to most native speakers.They mean the same to me. 'during' is just in a higher register than 'over'.
Gene93
CalifJim 'during' is just in a higher register than 'over'.Thank you, Jim. I have to admit I didn't know that