This is a great topic and debate. My two favorite characters I wanted to play in the game was the smuggler and the bounty hunter. In both cases coming into it I knew the personality of my characters. My smuggler is all about the credits, light or dark be damned. Its called being true to character. A smuggler seeks to make a profit as the galaxy is embroiled in war. No credits involved than I have to choose what makes the most sense. That has generally led me to more light side points than dark. However now at level 20 I am still neutral. Probably by 30 I will be considered a light side character though when credits are involved I don't care.
The Bounty Hunter has been an interesting storyline. My approach has been, What would Bobba do? In the books he takes a contract he finishes a contract. That has been my approach with him. Now my BH is level 20 as well and guess what, he is exactly neutral. Same amount of Light points as Dark points.
I think Bioware understands this dilema and will alleviate the item problems. At the end of the day though, I simply don't care. I am being true to my characters and that to me IS the story.
Josy - 20 Smuggler
Sladee - 20 Bounty Hunter