Possible Clues:

• Unfortunate way of spelling 'speshal'
• Unfortunate tramp's last boarding tow boat
• Unfortunate lapses cured by hospital
• Unfortunate, wretched
• Ill-fated parent initially housed by robust sons
• Like a schlemiel
• Pitiful long-term prisoner given a place that's small in confinement
• Unlucky — he slaps (anag)
• Wretched as hen night is, heading off?
• Discontented hackers succeeded, capturing heartless tech giant -- unlucky