Hi Sylvia,
Settlement examinations would be held by the Leicestershire Record Office in Wigston. You could try e-mailing them to ask if they can find one for John, but I'm also related to this family, and didn't find anything last time I looked at Wigston.
I did find the settlement examination of his son Richard, which I think you may have, because it says that when Richard was born (he was baptised in 1776), his father was living in Ibstock but legally settled in the parish of Nailstone.
Can I ask how you're related to the family? I'm descended from Richard Pool through his son Joseph.
Regards,
Mary