See his piece here:
http://daringfireball.net/2015/03/apple_watch_prelude
Gist of the piece is stainless steel will be very expensive; different prices for the different sizes; no upgrades of the internals; no trade-in program and no 3rd party band program. He says the stainless steel watch has to cost a lot more than the aluminum one otherwise there is no reason for both to exist, and the different materials and manufacturing processes necessitate much higher pricing.
I still struggle with upsell possibilities if the stainless steel starts at $300-$400 more than the aluminum version. Are people going to consider polished stainless steel, sapphire and ceramic back enough of a reason to cough up an an additional $400? And if they want one of the nicer bands, tack on another $1000? Gruber's prices effectively put the stainless steel out of reach for a lot of people. Maybe Apple's expectations aren't to sell a lot of the steel watches but they sure went through an awful lot of work creating all these bands for that collection if their intention isn't to sell that many.
I don't think his predictions are outside the realm of possibility, but do think there is a lot of "space" between his tiers that might be unrealistic.
To me, he is absolutely right that Apple couldn't care less about the LG Watch Urbane or Huawei Watch. They see themselves competing with the watch makers.
I think we can get a sense of pricing by looking at Angela Ahrendts' previous employer. Perhaps add $350 to prices to get a sense of what the Modern Buckle and Milanese Loop/Link versions will cost:
http://us.burberry.com/the-britain-bby1500-38mm-p38393591 ($995)
http://us.burberry.com/the-britain-bby1703-34mm-p38650251 ($1295)
This suggests a $300 premium for a stainless steel band over a leather band. Of course, Burberry doesn't sell watches with "flouroelastomer" bands, so we don't get a sense of the base stainless steel pricing, but I think $700 is about right."
I think he's also right that there won't be a trade-in or upgrade program. At the same time, we may not see the rapid evolution of the technology inside, either. We may see the next version focus more on power consumption, and adding some more health sensors. Eventually we'll see cellular capabilities added, but I don't think we'll fully replace the modern phone with a watch anytime soon. So this is more like a MacBook purchase than an iPod. Apple expects people to buy one of these and keep it for a few years.
Could Apple have messaged this a bit better by calling the stainless steel version a fancy name such as the "Apple Watch Collection" and calling the Sport version the "Apple Watch." But perhaps this was deliberate.
What's clear is that Gruber doesn't have inside information. This isn't Jim Dalrymple with a "yep" or "nope" response. His guesses have been all over the place, and steadily rising. If Apple were looking to use him to message the pricing, he'd have been more forceful with his $9,999 prediction back in September (he actually did peg that as his "bar bet" while promoting the $5,000 prediction), and would have said more about the stainless steel pricing back then, as well.
As for the Edition, yes, the more I think about it, the more I think it will be at least $10,000. Another Burberry example:
http://us.burberry.com/the-britain-limited-edition-18k-gold-bby2001-47mm-automatic-p38859121
http://us.burberry.com/the-britain-limited-edition-18k-trench-gold-bby2000-34mm-automatic-p38859111