Is it ensure, insure, or assure?
"mean, discontented person," 1848, American English, from sore (adj.) + head (n.). Especially in 19c. U.S. political slang, a person who is dissatisfied through lack of recognition or reward for party service (1862).
Sentimental; maudlin; mushy, schmaltzy: the soppy story of a rich-boy drop-out (1918+)