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"enter high school" is a correct and usable phrase in written English
It is most commonly used to describe the transition students experience between middle school and high school. For example: "John Smith entered high school in the fall of 2019 and was excited for the new opportunities ahead."
Exact(60)
Nearly half of those who enter high school do not finish.
Social considerations get into the way when they enter high school.
The health community is increasingly worried about teenagers who quit sports as they enter high school.
They wanted to keep him with his peers athletically rather than have him enter high school a year early.
Before they even enter high school, they have been able to compete around the country and maybe even overseas.
In the past, most babies born with the virus had little hope of living long enough to enter high school.
Hodges grew close to his grandfather Millard Wright, only to lose him when he was about to enter high school.
The Simpsons married when Brown was about to enter high school, and from then on, he was a frequent visitor to their home.
I will never forget the footage of the Little Rock Nine trying to enter high school, young adults mortified by the attack of an angry mob.
The two boys, good friends, are preparing to enter high school this year, and Terrel hopes to play on his Bayside, Queens, school's basketball team.
The eldest of my four children, Marian, 13, will enter high school in the fall, putting her a mere four years away from college.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com