Real Images onto the Web

[wryfhk22]

I was wondering if anyone had any suggestions for taking hand drawn writing onto the web:

Currently a graphic design friend writes out a number of headings onto a piece of paper, scans them and then sends them off to me.

I touch them up in photoshop and then convert them to giffs in order to maintain transparency.

However this can lead to very poor quality images that have finely pixelated write outlines.

Can anyone recommend a more effective way of doing this whole process? Or shoud I avoid it all together.. in general?

Cheers