I worry about you trying to use Executioners as anvils, when they are clearly much more of a hammer unit. If you treat them as slower heavy cavalry, you won't go far wrong - if they can't break their target in the charge, they're going after the wrong target!
One unit of 2x7 and
perhaps flanking detachments in the 5-7 range might work better. Or go for the Black Guard to be your anvil (2x7 unless you expect them to take unscreened fire), and take a couple 5-7 man Executioner escorts to hammer whatever they pin down. Banner of Murder and/or Standard of Slaughter work better for Executioners... assuming you want to bother with a banner at all. I usually field mine naked to keep costs down, and so I don't loose much if they get charged.
If you really want to go Executioner-heavy, go for it. But
you need an anvil to smash things against. Either Black Guard or a Spearman unit.
I take it the master is going mage hunting? You might want to consider a RXB or pair of RHB for him, for when mages hide in units and he can't get to them.
I'm not crazy about the second Lord build, though. You could very easily have the peggy killed out from under him, making Caledor's Bane useless (Ring of Darkness does help somewhat there) and stranding the lord far away from where he needs to be.
It's a shame the first Lord can't lead the Executioners. Why is it that the only characters who can take the Executioner's Axe.... can't join Executioners? <sigh>
Four Reapers rather than Hydras? I'm proud of you! It's easy to get caught up in making a beast of a
CC army and go for the double hydra. But even the hardest
CC army occasionally needs to reach out and touch someone... repeatedly!
Grimaldus: The point of the Hag being in the big Ex unit is to carry the banner of Hag Graef so they get
ASF. Which I don't think Executioners really need for their role, which is to charge and break things, not hold the line for a second turn.