I agree, Obadiah certainly seems to have led a "different" life.
Is there more than one Obadiah Bann? Baptism records say his Mum is Nancy BAND and no Dad is recorded, Maybe, Nancy married / lived with with Mr Tunnicliffe - hence Obadiah's surname choice.
Interesting that his Grandmother left a Will, and more interesting that her wayward grandson is mentioned.
Oh, so many possibilities! Thank you, I'm enjoying "playing with" your distant ancestor.
Happy hunting, Valsgirl (Brisbane, Australia)
As far as I'm aware there is only one. 'Nancy' was born and baptised as Ann, and her mother Sarah (Rawson) Bann definitely mentioned Obadiah Bann. As for the use of Tunnicliffe, it has certainly given me pause for thought. There was an Obadiah Tunnicliffe whose Will I have seen. He lived in Macclesfield as did the Bann families. He was a silk merchant with factories and properties, and you know how the mind works, inventing stories, so I have paired him and Ann in a clandestine relationship producing an illegitimate son who was named after his father, and who later used the surname in order to try to get out of trouble! Didn't work though.

Of course, that's an imagining, but who knows?
Ann/Nancy did marry twice, although I haven't found a record of the first. Maybe not married, but Ann and Mr Bayley produced 2 children (1818 and 1821) before his death in 1828. She married again in 1829.
Now I really must go to bed, it being 11:35pm, but thanks for your input.
Susan