Large attachments and easy work arounds

When I used imail and I sent a large attachment it would automatically turn into a link that would expire… Anything like that we can use with EMC mail? 

Even an automatic link without manually having to upload it to a service like google drive or something will work.

Not currently a feature. However, you can have eM Client warn you if the attachment is over a certain size. You will find this in Menu > Tools > Settings > General > Notifications.