Are you using Read-Host
to get the user input?
If so: As far as I know there is no option for Tool Tip or validation of the input while typing.
Only simple way is to add a short hint in the -Prompt
$date = Read-Host -Prompt 'Input date (format MM/DD/YYYY)'
$date
(If the reply was helpful please don't forget to upvote and/or accept as answer, thank you)
Regards
Andreas Baumgarten