keep someone on their toes

Verb

idiomatic

(idiomatic) To keep someone attentive, active, busy or alert.

Japanese Meaning

相手に常に注意を促し、引き締めた状態を保たせる / 相手に気を抜かせず、警戒心を持たせ続ける / 常に最新の注意を向けさせ、行動を活発にさせる

Unpredictable client requests keep someone on their toes in customer support.

予測できない顧客からの要望は、カスタマーサポートの担当者を常に気を抜けない状態にしている。

Sense（1）

(idiomatic) To keep someone attentive, active, busy or alert.

Four-year-old twins will certainly keep you on your toes!

keeps someone on their toes

（ present singular third-person ）

keeping someone on their toes

（ participle present ）

kept someone on their toes

（ participle past ）

kept someone on their toes

（ past ）