It's also possible that your hole may not be drilled big enough or with enough bevel. With my recently drilled Black Widow I decided to go a little bit smaller with the hole and less bevel and I have been experiencing some "discomfort" in the ring finger (I wouldn't necessarily call it pain b/c it goes away) but only in the tip of the finger.
Is your pain in the tip or is it throughout the finger? I guess the better question would be does it feel like joint pain in your knuckle? If so, then I would say it's definitely a pitch/span issue, if not, then maybe look at hole size and amount of bevel
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Andrew Loose
1/2 of ABT's Finest
"Strike for show, spare for dough, split for D'OH!"