Hello Annie
There should not be any delay in it being available to use.If you in the bill select the paperclip and browse to the file does it upload straight away.We have tired creating a new attachment adding it and then in both the examples you gave it appears to use.It seems it may be a display issue. Can we ask you to try in a private or incognito window, also if possible can you try in a 4g connection if you are using a vpn or broadband connection just so we can rule these out.
Thanks
Emma
