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[highlight]Ideally, shouldn't 'to work,' 'to his' go with 'to play?'[/highlight]

Here verbs should be parallel, ['to his' is not be compared with work and play]

The correct construction is
to work, write and play
or it could also be "to work, to write and to play"
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IndianGuardian
On Saturday, David had to work on a project, write an email to his mother, and (a: play, b: to play) in a softball game.

Now I chose the right option with 'play' but just trying to think of the reason behind. Ideally, shouldn't 'to work,' 'to his' go with 'to play?'

On Saturday, David had to
work on a project
write an email to his mother
and
play in a softball game.

"David had to": to is common
"email to his mother": "to his mother" is there to confuse us. We can get rid of all prepositional phrase to get clarity. It won't affect the parallelism.

On Saturday, David had to
work
write an email
and
play.



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