match matches from the start of the string, so your examples would only match if the string started with are or you. So effectively it is the equivalent of ^are or ^you in regex terms.
You likely want search instead of match, which will search anywhere in the string.
You shouldn’t have jinja templating in a when clause. try something more simpler like the following, the search filter already returns a boolean, don’t need to test twice.
debug:
msg: “hi how are ?”
when: my_list | search(‘are’)
debug:
msg: "hi how you ? "
when: my_list | regex_search(‘yolo’)
Also check your inventory contains localhost.
Perfect it’s working.
But here it just giving true or false.
In case if I want to fetch the value then how can I do?
When needs either a true or false response.
Have a look at regex_replace if you want to return values.
Jon