1/7 Purchased 1 $200 WN GC (Biz Plat)
1/9 Charge posted
1/10 $200 credit posted

1/8 - Purchased 1 $200 WN E-gift card on my Amex Platinum
1/10 - $200 credit posted

1/9- Purchased $200 E-gift card
1/11- $200 credit posted.

I forgot to switch the airline credit benefit to SW before purchasing the gift cards. Is there any data point on people getting the reimbursement if they bought the gift cards first, and then switching the airline?

I am really worried. Switched my Amex Plat Biz card to Southwest for Airline Incidentals. Then, I purchase $200 e-gift card on 1/10 (same day as switch). Purchase posted. But still no credit. :-(

1/10 - $200 e-gift card using both personal and biz plat
1/13 - $200 reimbursement on both

I did something similar.
1/12 - Switched Platinum card to Southwest.
1/12 - Bought $200 e-gift card (After receiving a confirmation email from AMEX).
1/12 - Purchased Southwest airline tickets for $275 ($200 e-gift card + $75 AMEX Platinum).
1/12 - $200 credit posted + $75 credit posted.
1/13 - Received $75 credit and nothing for the $200.

Technically speaking, I should not have received credit for $75 as it clearly shows on the AMEX website that it is towards my ticket with my name and flight details. The $200 e-gift card also got posted as a ticket but no flight info. It shows up as: Ticket Number: 526XXXXXXXXXX; Document Type: SPD/AIR FREIGHT

1/10 - purchased 1 x $200 WN e-gift card on my standard AMEX Platinum
1/13 - $200 credit posted

New Platinum card holder

1/12: Selected WN
1/12: Purchased 1x $200 GC from Southwest.com
1/14: GC purchase posted
1/15: $200 credit appeared in my account

1/12 Bought 1 of $200 WN giftcard
1/14 Reimbursement posted

Adding more details to my post since it looks like some other people are experiencing issue where they aren't getting reimbursed.

I also booked a flight that same day using the GC I purchased, a ~$32 regular charge was posted as airfare as expected, but my $200 charge posted as "Travel - Airline, Document Type: SPD/AIR FREIGHT" and I got 5x MR on it since it didn't get reimbursed.

As mentioned in this thread in the past, sometimes it takes longer for the reimbursement to appear if you book a flight on the same day. Mine didn't show up at all though and it's been about 12 days. I messaged a customer rep about this a week ago and they asked that I wait the full 14 days. If it still does not appear they will manually reimburse me. So I am waiting until the 18th to message them again to credit me. If all else fails I'll probably just buy another GC

1/9 Changed airline from DL to WN
1/13 Bought 1 x $200 gift card per link in the Wiki
1/15 Reimbursement posted

For the first time I also did the 1 x $200 and was re-imbursed in 2 days. I used to fear a single large purchase but it works and makes keeping track easier.

My 1x $200 GC also shows as SPD/Air Freight and has a ticket number listed but the credit posted without issue.

Damn that was a long 4 days. Purchased a $50 Southwest eGift Card on 1/14, took until 1/18 until the credit appeared. I switched my airline to Southwest on 1/5.