UPDATE: I could not log into my main account despite entering all information correctly. So i created a new profile/gckey and applied. In order for me to apply for a work permit extension, i had to enter my date of work permit expiry in the questionnaire. I entered it as March 15th 2021 (which is true) and it said i had to apply today- so i guess it deemed to eligible. I added an explanation letter as well.
I hope its ok. Thank you everyone for your help. I highly appreciate it. Hopefully the CIC officer understands. After all, if i was not eligible to apply as my work permit expired today, the system would not have allowed me to proceed once i answered it correctly.
It did allow me to proceed but there was a warning i had to do it today. I hope the officer doesn't mind.