Yes, timber boss sounds like a supervisor who would order the wood and see that the pit props were erected properly, a bit of an easier ob for someone of his age.
To me its seems like Abraham Dodd travelled to Alberta where he might have worked in a coal mine at Macloed and when he was settled he sent for his wife and daughter. They might have lived there for a while, where is daughter married Lanclot A. Barnes. At some period around the turn of the century they got lured by newspaper adverts to the little village of Belt, Cascade, in Montana in the USA, but after a while the whole family returned to Alberta, where Abraham spent the later years of his life as a widower working as a Timber Boss.
I have searched the buriel records for Macloed and Alberta, but have not discovered where he was buried yet.
Many thanks
gareth