Possible Clues:

• Properly repaired at last? That's rich!
• Flush, thus complimenting hooker?
• Top-quality shoes should be more than just comfortable
• Rich fan's approval for pack's effort
• Compliment given to the cobbler? That's rich!
• How surprising! Listed as wealthy
• Rolling, turned round a certain distance
• Prosperous, rich
• Rich source listed
• The successful cobbler was ___