Nowadays I usually draw the rebook line around $20. Any less than that is not worth losing my EB spot and having to keep track of the credit.
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From the Southwest site:
Customers who have purchased Anytime Fares will receive priority over Customer’s who purchase Early Bird with other fare types. Boarding positions are assigned based on the time stamp of the EarlyBird Check-In purchase relative to passengers within the same fare class.
The tricky part is "relative to passengers within the same fare class". Its the "fare class" component that is tricky here when trying to factor in who bought what, and when. So just because you did an EB two months ago, someone who did an EB one month may still get a better boarding assignment then you.
Its only a $38 difference, I mostly likely won't rebook...but I did activate an account today! Thanks for all the responses.
If you have paypal, they are offering a $150 SW gift card on ebay for $135.
https://www.ebay.com/itm/Get-a-150-S....c100675.m4236
To all you SW experts:
Currently SW offers schedules through 31 January 2019. When do you think they will load the next batch of schedules?