Apple's EULA is all about the "software" usage - they own it and are lending it to you for your use.
Not surprisingly, font foundries are specific about usage - to summarize, once you commit it to an "image", it is OK usage - even "commercially" (there wouldn't be signs, business letters, webpages, etc. if not - the business world would be brought to a standstill with usage contract negotiations!)
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"You may embed static graphic images into an electronic document, including a Commercial Product, (for example, a “gif”) with a representation of a typeface and typographic design or ornament created with the Font Software as long as such images are not used as a replacement for Font Software, i.e. as long as the representations do not correspond to individual glyphs of the Font Software and may not be individually addressed by the document to render such designs and ornaments.
- This means that the "image" is OK as long as the "audience" does not turn around and re-use the image to make their own font software - i.e., license to "display"
The simplest way to supply a logo to a client is to convert it to outlines in a drawing program. This saves the client from needing to license and install fonts, and it guarantees that the logo will appear exactly as you designed it.
If your client needs to install and use the fonts themselves, they’ll need to license the fonts for their own use, which they can do through this site.
At bottom, a static image on paper, a sign, a T-Shirt or a website is NOT using the SOFTWARE contrary to terms of Apple's (or other foundries') EULA
I have thousands of commercial "designs" in the wild and have never - ever - made contact with a font foundry for a "usage agreement". As a matter of fact, I think I'll go to a restaurant in few minutes and order from a menu that I designed and for which I brokered the printing!