Insignificant person, ruthlessly squeezed for money? (9)

I haven't cracked this one yet — but the brilliant team at Fifteensquared have:

There’s quite a lot in here: I dimly remembered, from my childhood, a cartoon strip, ‘Pip, Squeak and Wilfred’ and discovered here that the names came from three medals awarded to most British soldiers who had served in the First World War from 1914 or 1915: the 1914 Star or the 1914–15 Star, the British War Medal, and the British Victory Medal, referred to as Pip, Squeak and Wilfred; as for the cryptic element, see here for the origin of ‘to squeeze someone until the pips squeak’