Can't upgrade to snow leopard from tiger with mac box set

i have a macbook that runs 10.4.11. and this happened like last yr i think. i was going to upgrade it to snow leopard, and so i went to the store and bought the mac box set, the one costs $196. and here comes the trouble, no matter what i did, it couldn't be properly upgraded. like when it shows the window that says it is upgrading, it just tell you some errors occurred and then it couldn't proceed. so ever since i just continued using 10.4.11.
now i kind want to upgrade it again but im afraid that sth wrong is gonna happen again. so what should i do?? (b4 i upgraded, i erased everything in my mac, but still...)
the funny thing is, once i actually brought my macbook into the store and tried to upgrade in front f the technician, and it failed. later on they told me that i need to increase its memory from 1GB to 2GB, and i did so. but still........T.T

Hi, do you remember any of the exact wording of the errors?
Very Important, how much Free Space is on your Hard Drive first of all? Click on the Macintosh HD on the Desktop, then do a Get Info on it.
"Try Disk Utility
1. Insert the Mac OS X Install disc, then restart the computer while holding the C key.
2. When your computer finishes starting up from the disc, choose Disk Utility from the Installer menu. (In Mac OS X 10.4 or later, you must select your language first.)
*Important: Do not click Continue in the first screen of the Installer. If you do, you must restart from the disc again to access Disk Utility.*
3. Click the First Aid tab.
4. Select your Mac OS X volume.
5. Click Repair. Disk Utility checks and repairs the disk."
http://docs.info.apple.com/article.html?artnum=106214
Report any errors it has.
Then try a Safe Boot, (holding Shift key down at bootup), run Disk Utility in Applications>Utilities, then highlight your drive, click on Repair Permissions, reboot when it completes.
(Safe boot may stay on the gray radian for a long time, let it go, it's trying to repair the Hard Drive.)

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