In terms of W. E. Hobday, a man called Oswald Sergeant Smith of The Lawn, Roundham Road, Paignton, Devonshire died on 22nd September 1944 and probate was granted to Wilfred Ernest Hobday, retired civil servant.
So Wilfred Ernest Hobday is listed as a friend of the family who fostered your family member?
Also, there are unfortunately no surviving censuses between 1926 and 1936. There is only the 1921 census and the 1939 register, both of which have been released.
Queenie

EDIT: A newspaper article describes Hobday as the son-in-law of Oswald Smith, so that explains their connection.