How to attach a document (resume) when replying to a job posting?

I am on Craigslist trying to respond to a job posting by clicking the Reply button & my email (gmail) opens a new message window properly but I can't attach my resume to the email which is what I need to do in order to respond to the posting.  In the past, I have done it this way, typed the email message, copied & pasted the reply to address in the body (for later), then sent it to myself instead & then had to go back into my email from a desktop to attach the document, cut & paste the reply to address back into the To: field & delete anything in the body of the email showing I was now forwarding it to the company instead of responding straight from the posting.
This is too much of a headache & I am hoping that I just don't know the proper way to add a document attachment (.pdf, pages, or word) & that its not that Apple just hasn't figured this into even the iPad 3.... Please help.. Job hunting ***** by itself but having to do all this to attach my resume really *****!!

You will need an app (web browser) capable of both storing a document and accessing the site's functionality sufficiently enough to upload a file. Safari can't do this (and I'm pretty certain CloudOn can't either). A couple of options:
iCab Mobile - store documents in the Downloads section and has settings to both change the BrowserID to a non mobile browser to unlock site functionality, and has a setting for uploading files from its storage rather then iOS in general. Its not free, but not very expensive and is a pretty could all around web browser in its own right. I've been using it for quite some time.
iUploader - has both free (trial) and paid versions. I've only experimented with it a bit, but works fairly well. Like iCab, has its own file container that you up load from.
In both cases you would need to transfer your files from the source app (CloudOn, in this case) to the file storage, and then access the website.

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