Words with a similar base: watchful

'watchful'
[alert.a.01] as in: engaged in or accustomed to close observation


Examples:
caught by a couple of alert cops
alert enough to spot the opportunity when it came
constantly alert and vigilant, like a sentinel on duty



'watchful'
[insomniac.s.01] as in: experiencing or accompanied by sleeplessness; ; ; ; - Shakespeare


Examples:
insomniac old people
insomniac nights
lay sleepless all night
twenty watchful, weary, tedious nights


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