Possible Clues:

• Gun dog
• The type of dog one might find in the Irish Times (3, 6)
• Dogged enough to do work of a revolutionary type
• One of my best friends embarrassed me
• Might that ruddy 21 across find any type of work in printing?
• My best friend embarrassed me
• That's a ruddy type of a dog
• Shepherds are delighted to see this dog
• Hound Socialist compiler
• Dog roses perhaps improved when deadheaded