I'm keen to hear all the opinions on how you think Server Licenses should be priced and handled. Especially since these types of licenses seem to be on the upswing.
I'm referencing them for when specifically when used on, for example, a popular website that creates personalized items like wedding invites, mugs,merch etc using the font - where the customer can type with the font whatever they want on the item to see how it looks, then click buy.
On research, some seem to price per Server size, some are priced per monthly users/customers , and others are priced per 10 000 products made available.
The length also varies from perpetual to annual to per mass quantity. And how would you go about checking these stipulations and limitations once the licnese is in use? Do you send them an email every year, to every customer? And in situtations where you can't tell how many items they are really selling - do you audit them or what? How do you keep on top of them and their enforcement? Or is it blind trust?
I'm also ESPECIALLY keen to hear if you think it's a good idea to allow other font vendors to handle these particular licenses for you ( like myfonts ,fontspring etc) - where you cannot necessarily see who bought what when - to check up on the annual validity if thats the option.
Just throw it all in here

I'm all ears!
Comments
I would never let a reseller/vendor to negotiate this for me.
That said, I'm no purist. We permit product use generally so I'm pragmatic about on-demand product printing. I price this kind of use as a web app (for which we use our web embedding license and our application embedding pricing) but then mark it up using a case by case multiplier to accommodate the on-demand sale of printed products. All embedding licenses with us require annual reporting (and yes, I have to email each client but it's not that bad, I often get additional sales by reminding them we exist. I tried automated emails but too many went into spam).
With regards to letting others handle the more complicated licensing for you, I assume you mean monotype? Even if not, I'm against it. You don't want it to be possible for the same fonts to be licensed under different terms (by which I mean the meaty core terms that effect how violations are handled). It can be a mess.