So now that all's said and done, and it's official, I can now say I spent a total of about $285 out of pocket on:
PS4 Pro + 2TB SSHD
PSVR launch bundle
All due to things working out in certain ways.
Thanks to my brother and friends backing out on PSVR preorders I made for them last minute, and managing to get the 10% off promotion from best buy on all of them, I ended up making a straight up profit of $400 from those alone once I sold them on kijiji on release day (On average, it cost the buyers $60 more than the regular price + tax)
Sold my PS4 for $300 on kijiji. Sold my 1TB SSHD ~$45 (net amount after amazon fees + shipping). Traded in a few games + an old and almost broken phone to best buy for $245. Almost traded a game into best buy without realizing it was now a collector's item, sold it on ebay for a ~$112 after fees+shipping.
Got $60 worth of reward zone certificates thanks to the psvr purchases which I just got applied towards my existing ps4 pro purchase today when I was in store.
This is why I'll always try to buy physical when possible.