So I finally looked into why my daily woot check isn’t working. Seems v2 of the API is officially dead. Now there’s a V3 with some documentation and my v2 key doesn’t appear to work with it. I assume I need to request a new key and figure out how this one works using the “documentation” at developer.woot.com?

Correct. You can email developer-api-feedback@woot.com to request a new key.