With the inkan situation, we allow our customers to upload both their logo and their inkan. When printed, it looks exactly the same as a 'stamped' inkan. None of our customers have had any problems getting their MakeLeaps invoices processed, which is the important thing. For your interest, we have some printed samples here:
http://www.makeleaps.com/en/q-a/#topic-sending-by-japan-post
Would it hold in court in case of a dispute?
Aside, if you are coming to Osaka sometime and have a free evening, do let me know. Would love to hang out. Besides, I have to thank you in person for some excellent advice that worked out very well.
When I was applying for my house loan, the exactitude of the forms I had to fill out was staggering, and each needed to be hand-written, in a specific format, with my personal seal that is registered with the city office. Any mistakes means I had to rewrite the form.
My invoices to clients, on the other hand, are generally printed and sent with the seal on them already. However, all of my clients do require printed invoices to be mailed to them.
The advice we've received is that the important point is whether or not the sending party intended to give legal effects to the document. If so, it is a legally valid document.
This reflects our actual experience at my original company Webnet IT, where our vendors (huge Japanese 3000+ employee companies) send us documents with digital hanko images.