You have seriously confused me. The bureaucratese all sounds the same, yet the financial repercussions are very substantial.
Indeed, it does look very similar. But those exact words were the difference between getting dinged customs, and not.
I have shipped alot of stuff to Canada and always mark it $5 gift, am i going to eventually get into any kind of issues doing this?
Honestly, if you're not an incorporated business/shipping hundreds of packages a day, you probably wouldn't get in trouble. Lots of parcels enter Canada everyday, customs just likes to pick on items in the $200+ range (and audio related items). Technically, we're supposed to be taxed for anything over $20CAD, but lots of items still pass through. If you want to be on the "safe" side, $5 "merchandise" will still be fine and all.
When I mentioned big ticketed items ($200+), I meant those were the declared values on the top of the package.