Possible Clues:

• Loaded
• Like a lottery winner
• Placing first, second or third
• Wealthy, and what 17-, 24-, 39-, and 50-Across literally are
• Wearing them, one close to royalty must be rich
• Rolling in dough
• Very wealthy
• Placing first, second, or third
• Very rich
• Needlepoint hem — one you trimmed at the edges, flush