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This question has been puzzling me for the last two days

He used to work as a doctor when I met him

Is this correct?

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    Perhaps "He was working as a doctor when I met him." Although that makes it seem as if the "doctor" is an imposter. "He was working at Hope Hospital when I met him." – Weather Vane Oct 11 '19 at 17:47
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    Or just "He was a doctor when I met him." – AIQ Oct 11 '19 at 19:13
  • More details please... What do you think is the problem here? – James K Oct 11 '19 at 21:46
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Yes, this sentence is fine.

However, it seems that are thinking that "used to" is some sort of combined phrase. It is not. The sentence breaks down into phrases like

    He     |  used  |  to work as a doctor   |   when I met him
 (subject) | (verb) | (prepositional clause) | (adverbial clause)

Yes, it is common to combine used with a prepositional phrase starting with "to", but it is not a requirement.

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Used to can be used to talk about past habits which are no longer there.

He used to work as a doctor when I met him

The sentence may be correct but it means that he is no longer a doctor now.

The sentence may connotate like this:

He used to work as a doctor when I met him but now I have come to know that he stopped practising as a doctor.

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