Possible Clues:

• Unfortunate way of spelling 'speshal'
• Unfortunate chap becoming cold in such a state
• Unfortunate tramp's last boarding tow boat
• Poor
• Like a schlemiel
• Pitiful long-term prisoner given a place that's small in confinement
• Unlucky, like chap that's caught short
• Unfortunate pals she mistreated
• Wretched as hen night is, heading off?
• Discontented hackers succeeded, capturing heartless tech giant -- unlucky