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New experiences can create new memories and reflections on which to look back on.

I find it difficult to understand and parse "on which to look back on". I am confused as to why there are two "on"s. What does it mean?

More examples can be obtained via googling "on which to look back on".

2 Answers2

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Answer. This question is ungrammatical. It makes no sense. When the preposition is fronted, the clause of interest should have its preposition removed. It’s either a typo or written by someone that is unlearned.

John
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You have too many ons, but you can’t remove the last one; look back on is a phrasal prepositional verb — with a verb, an adverb particle, and a preposition. The particle and the preposition cannot be separated.

These are incorrect:

*New experiences can create new memories and reflections on which to look back.

*Working from home creates new challenges with which to put up.

You’ll need to remove on which:

New experiences can create new memories and reflections to look back on.

Working from home creates new challenges to put up with.

Tinfoil Hat
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