1n.Politics, Slang a subservient party worker who comes to heel readily when ordered.
1890  When Orange toughs meet / For a row on the street, / Stirred up by political heelers.
1943  (1959)  "Judges," she said, "are all political heelers or they would not be judges."
2n.West See quote.
1963  For each such crew was a "heeler," a mounted cowboy who would go into the heat and dust and noise of the herd to rope out the calves one at a time by the heels and drag the bawling and protesting infants up to the fire. . . .