Oh good question: I was matching off a status that was expiring after January 2019 (Alaska MVP Gold thats good through the end of this year). Thats another second issue that you could consider too: I don't know how the expiry of your 1k on January 31 factors into this, like whether you could apply in January 2020 on your 2019 status and have it be considered still good by DL for a 2020 status challenge. I can't find any language saying you can do that, but then again I can't find any saying you can't... But if you weren't able to get any solid info from DL agents already, I highly doubt you'd be able to get a definitive answer. Sorry, good luck!