You might wait and save your pollen to try on the very last few blooms of your pod difficult parent. 'Osterized' and a seedling I have out of 'Osterized' are both just about impossible to set a pod on earlier in the season, but if you wait until almost the end, then you have a chance of setting pods that will mature.
That, and I'm sure temperatures play a part too. Iirc Bill Maryott said something once along the lines of if the nighttime temps go down to 50, then you won't get pods. And of course we all know if the daytime temps get too high, we won't get pods!
But it could be that some daylilies are even more twitchy about what temperatures they'll set (and carry) a pod at, than most daylilies.
