Oh I just love crawling to this board for help, but hey, might as well. :3
Basically, rules are no flaws or traits, any Forgotten Realms class is allowed, and haven't gotten a response for Alternate Class Features yet. Standard gestalt rules, single Prestige Class at each level starting at/after level 5. Stats are 18, 16, 15, 14, 12, 11. And my intended race is Strongheart Halfling, and we're starting at level one.
I'm thinking of starting off as a Rogue 1/Shadow-Walker, and grabbing four more levels of rogue until going into Assassin, then jumping into Telflammar Shadowlord at 8-13 (taking rogue levels on the other side to keep sneak attack up?). Thinking of grabbing swashbuckler and fighter levels on the other side to keep BAB and feats up, although I'm wondering if another progression might be better... Or hell, if it'd be better just to go rogue/wizard and grab Unseen Seer/Daggerspell Mage.
So yes, any idea or tricks that would help out would be nice. Or advice on if I should take rogue levels at the same time as Assassin (I know sneak attack progression won't stack, but four extra skill points per level and rogue abilities might be worth it...).