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Broken World was probably the first game I've played where a fight could be drawn. I've had a few runs through the Surgeon Dungeons where the party couldn't kill the enemies because they regenerated too fast, but stayed alive and were able to retreat in good order for another try. Eventually a few party members would gain a level or two and break the log-jam, and they'd usually gain those levels re-fighting the mobs between the previous waypoint and the boss, after I'd saved one day and re-started the next.

The Ganths came close, with their ability to take health from party members, but it was normally possible to have a single melee character dance in and out of range while the rest used ranged attacks to wear them down. But the Surgeons spawning minions all the time took that tactic away.

In my opinion, a health-regenerating boss is the hardest challenge, even if it doesn't have the firepower to win.