Can you send a fax to your bosses email?

It is called FoIP or fax over internet protocol. Use internet fax service like extremefax.

Using internet fax you can send faxes to email and also to traditional fax machine. reference: http://www.ringcentral.com/fax/emailfax.html

To send a fax to an email you must go through a third party website such as efax. Many of these websites charge a service fee for sending your fax through an email.

Hi, I am not sure whether there is that kind of fax machine, but I do know that you can send your faxes to your email by a fax software. Here, I just recommend you a fax software, that is Joyfax...

No. However, many computers have software that can send faxes.