I think I'd probably try to avoid working Windwright Captain into a gish build, myself. ^^; As-written, it really works much better with just a straight Bard entry.
Yeah, but I don't like Bards lol. Now, a Beguiler, on the other hand, you might have a point on, but the lost caster levels punish them a lot harder than Duskblades or Bards.
Yeah, quite bit starved . You have 4 feats, and that's why I suggested dragonmark heir so you get lesser dragonmark (requirement for windwright captain) for free. So you have 3 feats to play with gish build wise.
That would cost me too much Duskblade casting. With two levels lost from Windwright Captain and one from a Spellthief dip, any more lost caster levels and I wouldn't be able to get 5th-level spells by 20 (admittedly, there's no way this campaign will last that long, but to me, it's a pretty good benchmark to evaluate where "too much" is).
@Rhaegar: If you'd like - I'll play the pilot as a Bard. Dropping the main 'toolbox' idea. If you want to play the pilot, feel free. I just felt bad that you seemed forced into it after having a more concrete idea; where I don't really have a concrete idea. Easier for me to force into a mold. Let me know: Your pick here.
I would greatly appreciate that. However, there are ways to keep the toolbox appeal and qualify for Windwright Captain by 8th. Like I said, Spellthieves qualify naturally, and they're pretty much just Rogues that trade in some of their sneak attack damage for a little spellcasting and the cool-if-not-hugely-useful Steal Spell feature. Plus, the Craven feat and a Swordsage dip at 9 can more than make up for the lost Sneak Attack damage.
A Half-Elf Spellthief 5/Thug-variant Fighter 2/Windwright Captain 1/Swordsage 1 with Able Learner, Least Dragonmark, Lesser Dragonmark, Craven, Weapon Finesse, Two-Weapon Fighting, Weapon Focus (Swordsage bonus) and Improved Two-Weapon Fighting feats has 4d6+9 sneak attack damage, with four attacks on a full attack. Plus, Able Learner makes his Spellthief class skills effectively class skills for all of his classes (though he'll lose two skill points per level on the two levels of Fighter). Admittedly, it's a bit less impressive before 9, with only 2d6+9 sneak attack and no fourth attack from ITWF, but it's only one level-up away, and a straight Rogue wouldn't have ITWF before 9th anyway.
EDIT: Zaer, I'm rereading some of the Eberron books to work out the gory details now, but at first glance, do you see any problems with my character being a member of House Lyrandar that gave up his position within the House hierarchy to fight in the war? That would give him an easy in-road to the group; he could be closely related to the pilot.