What about redefining success in this instance, @user1471867483 ?
If you don’t find off the cuff conversations easy, how about preparing some general light questions in your mind, eg:
How was your evening?
Oh, what are you watching at the minute?
Are you up to much this weekend?
How are the kids?
And defining social success as using one each day with a colleague?
Two other tips:
Most people will answer and then say “how about you?”, so have a simple, light answer in mind, and
Consider keeping a note on your phone or in the notebook of things people have told you, to make it easier to follow up the following week with eg
”How’s your Mum doing now?”
”Did you get through that last episode?”
It moves your encounters from transactional and repetitive to a bit more meaningful.
But also- don’t overdo it and wear yourself out. It’s absolutely fine to have a personality that is naturally a bit more reserved or quieter. Just aim for friendly and kind.