Possible Clues:

• Line over river blocked by points failure
• Many a casino visitor
• Consolation-prize recipient
• Person who fails
• One who can't catch a break
• Ladies and gents are overheard by some: one's overcome
• Like one who is 52-Down
• Disheartened partner accepts second hopeless case
• One failing to win in close race
• Person showing the opposite of resolution? Not half