LAgreeneyes, You ask how much to sweeten your pineapple wine. I have not yet made any pineapple wine but here's my answer for what it's worth: After you have fermented your wine dry wait six months or longer. Then check the gravity and taste the wine. Pour a known volume into four glasses. Leave the first glass untouched (the gravity could be .090 or .096 or even 1.000). Add enough sugar to the second glass to raise the gravity by .005, to the third, by .010, to the fourth by .015. Taste each one. If none are sweet enough, repeat the process using the fourth glass as your first glass (untouched) but you are now starting with a gravity of the final gravity + .015 as your base line. You then determine the gravity for the sweetness you prefer and (in my opinion) you aim for slightly less than that gravity (I think wine tends to taste more sweet as it ages because I think the acids blend and perhaps there is some bacterial or chemical action which like MLF increases the pH (makes it less acidic).
Fifty grams (or 2 oz) of sugar added to 1 gallon of wine will increases the gravity by .005 (that's approximately the same as 1 gm of sugar in 75 CCs of wine or 2/3 of a gm in 50 CCs ). If you know the final gravity (you measured it just before tasting the wine) and you know the gravity you prefer the wine to taste then you know how much to back sweeten. If you have fully stabilized your wine and you then add this amount of sweetener (whether as a simple syrup or as pineapple flavor pack) and you then wait a few weeks to make sure that all sediment that will again fall out has fallen out then you could bottle and after a few more weeks, (or months) enjoy.
In other words, only you can know how sweet you prefer your wine but you can determine how much residual sugar the wine must have to be the sweetness you prefer and you can add that amount of sugar to make it as sweet as you prefer it to be and you can do this by bench testing your wine. And it may turn out that your preference is for a pineapple wine that is far less sweet than Wiz prefers or far more sweet than James likes.