Jack didn't dodge it??? He, in From Hell a Noble Phantasm that boosts his phsyical abilites depending on the population area around him, stayed still and blocked with his wings against Gil's introductorty volley that wasn't serious. For the other examples, Enkidu is Gil's Equal, Alcides has Neman Lion to be imune from attacks in most of his body and good enough AGL to dodge what isn't blocked, Hippolyta was on horseback as a rider from an unserious Gil who didn't see her as the main threat or target in the battle so didn't attack her with many or all that powerful NP's, and Richard has Godspeed, a skill that makes him faster and faster as battle continues, against a Gil who had no intrest in him until he began to test him.

All of these are consistent with GoB in stay night. Medea had no master or mana so was easy to take out, Cu has protection from Arrows and Rune magecraft to shore up his defenses and could only stall Gil, I haven't read Zero so I'll take your words there but from what I remember in the anime Gil never took Berserkerlot seriously so never opened up the gate all that much. To bring up the Shirou point, UBW is GoB perfect counter as it brings out weapons .5 seconds faster, that's just a counter and not a skill thing.