Hey there! Nice to meet you!
Based on your description, kindly perform these steps according to Independent Advisor Srinivasa P, who answered a similar case: https://free.blessedness.top/answers/questions/5519959/why-does-bing-not-count-the-days-in-default-search
"make sure you are signed into the same Microsoft account when you search on Bing. If you are not logged in, or if the account changes, your streak won’t be tracked properly.
Try clearing Browser cache and cookies then check if you are able to see day counter updated properly.
Try different browser like Chrome/Edge/Firefox if you are seeing the day counter updated correctly.
Confirm your time zone settings in your Microsoft account profile are correct.
If none of the steps helps, then try contacting Bing support here:
https://rewards.bing.com/support "
Thank you for your kindness and understanding! Please feel free to let me know if you need anything else.
Best regards,
Darhyl