Stop and Think
I'm sure Apple has intellectual property transgressions in its past and present, but I just don't see this as one of them.
First of all, this guy didn't come up with a completely new idea for a service. I've had an iPhone for nearly 2 years, now, and AT LEAST since then, iPhone owners have been complaining about the absence of this rather obvious feature.
Second, he did it as an app, rather than building it into the iOS. That's like you inventing a car engine chip that boosts horsepower and then complaining when, instead of buying the chip from you, Chevy redesigns its engine with a turbocharger to provide more horsepower.
Third, I'm pretty sure it is more tricky to integrate features into an OS than provide them as apps. Tinkering with the OS, you run the risk of messing up some other feature while adding the new feature. It is almost certain that Apple was already working on this feature long before they heard from this guy.
There is slightly more substance to the logo issue, but only on its face. They are similar. But still, the two arrows chasing each other have been the universally recognized symbol for syncing since at least Palm Pilot days. From Wiki, "The Wi-Fi Alliance is a trade association that promotes Wireless LAN technology and certifies products if they conform to certain standards of interoperability. Not every IEEE 802.11-compliant device is submitted for certification to the Wi-Fi Alliance, sometimes because of costs associated with the certification process. The lack of the Wi-Fi logo does not necessarily imply a device is incompatible with Wi-Fi devices." YOu have to go through the certification process in order to be able to legally use the Wi-Fi symbol.
I would bet a jillion bucks that Mr. Hughes did not submit his software for certification (if you can even get software certified). Therefore, he has no right to use the Wi-Fi symbol at all. If you don't have the right to use the underlying trademarked graphic, you do not have a legal right to combine it with something else and claim the new symbol as yours.