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Apparently my credit card expired and it took over 20 minutes to get an order placed.
1) First I tried a working credit card which for some reason didn't work (it just spun forever on the CVC confirm).
2) Eventually it said declined (the card is good) but nonetheless I play along and go to the cards page to delete it and clear out all the cards
3) I go through checkout again, somehow it still has the old cards I deleted on the payment method page that I just deleted. I go through and enter a new one again.
4) The final checkout page still shows the old card despite adding a new one
5) I clear the cart and try all over again, still showing the old card despite seeing it no longer on the payment methods page (bad cache!)
6) Try another browser, no dice
7) Finally I switch to a whole other Paizo.com account in a new browser and am able to get the order placed with the card that wouldn't go in the other browser.
Would've loved PayPal or something here vs having to dig out several cards in order to navigate a pretty rough checkout with a good number of bugs. Or even another site to use like Drivethrurpg where it's easier to checkout as a backup when it's hard to purchase on Paizo.com.
Official Tech Team Response
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We apologize for the poor experience. We're going to dig in and take a look at the issues you had so that we can avoid something similar from happening in the future.
We know that there are challenges with the current checkout process and are currently taking a hard look at how best to tackle all the things that need to be improved.
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Can I just add to this; while I didn't experience any bugs, the UX of the checkout is very questionable.
I used to use this site very frequently years ago, stopped only to visit maybe twice a year since then, and came back to buy the new core rulebook for 2E.
First, finding the core rulebook is a bit odd; the first set of rulebooks I was shown led me to only the 1E rulebook. It defaulted to the pre-order tab. I went to Store > Pathfinder > Rulebooks to get there, and the only thing that shows up is "First Edition" bizarrely.
I was a bit stunned and then found the Recent tab, found what I was actually after, and added it to the cart and went to checkout. This was fine.
Then it shows me what's in my cart, I click Proceed to Checkout. "Continue Shopping" as the alternative is always a bit awkward here, but never mind that for now.
The next page is the strangest bit. I have what appears to be 4 buttons - Remove, Save for Later, Remove All, Update Quantities. Well, what? How do I check out? I don't want to do any of those things. I read the buttons over and over trying to think what I could have missed here.
It wasn't apparent that those 1/2/3 buttons were actually buttons at all.
There's no Next or Continue button.
If I wasn't more tech savvy, I could easily have seen myself having given up at this point. That would have been a shame, so here's some feedback for you. The most ideal way to do a checkout is in one page if you can, but at a minimum, those buttons need to be clearer and/or you want a continue button with those other buttons.