John has been sponsored by Google(1) and by Microsoft(2) both of which he has written some decidedly negative things about. I think he takes conflict of interest seriously, and has a strong division between his editorial and his advertising content.
I don't think it's as much of a "firewall" in the sense traditional news media (theoretically) tries to maintain as much as a fairly natural separation between the kinds of companies advertising with him and the kinds of topics he writes about. In practice, the chances are fairly small that he's going to have a reason to write negative things about Squarespace, let alone Desk, assuming he's done basic vetting of the product/service.
The failure mode for this theory, of course, is if one of the companies -- especially a service like Squarespace -- either shifts their business model to something slimy or is revealed to have been doing something slimy all along. Personally, I don't think Gruber would hesitate to both report on that and stop taking their ads -- doing so would have little to no effect on his bottom line.
(The observation made by another commenter about how many bloggers and, of course, podcasters pump Squarespace without actually using Squarespace is wryly amusing, though.)
Azure itself is pretty safe from Gruber's crosshairs. Google was less successful, but there is a common trend of companies paying their way into the good graces of Apple bloggers' inner circle (Squarespace, Backblaze, Everpix).
I'm sorry, but what you're implying is that these companies have sub-par products that unscrupulous writers have been willing to treat as well-made in exchange for cash payment. As someone who (very happily) uses both Backblaze and Squarespace I can safely say this is not the case, and that they're not just "buying their way into" bloggers' good graces.
I'm pretty sure that if they're in anyone else's good graces, it's because they provide a great product with solid service at a decent price. It's absolutely not because they had to bribe people to overlook the fact that they weren't really any good.
In essence, DF is an endorsement-based model. This is one where a justifiably trusted source uses their hard-won credibility to promote products that reinforce their credibility. It's pretty much the opposite of a model that allows people to "buy their way in". Indeed, that's the whole point. You can't buy your way in. If you don't have a decent product, you're not getting listed.
Yev from Backblaze here -> I love advertising with John. He's used us before so he approaches every read with a bit of knowledge. At this point, I just give him a few bullets I want him to hit (often new things in the product) and just let him riff on his own. It works great and allows the read to be more natural, instead of mechanical like some of the various other podcast sponsorships.
No, I don't think they are sub par. But I do think their exalted place in the Apple blog world is not earned by quality, but ad money. You don't see many of these bloggers actively using Squaresquare for anything but side projects, but they all push it as the go to platform to use even outside of ads. I would also contend that you can certainly buy your way in. See ads for stuff like Clean My Mac, which I am positive Gruber would never use himself.
I don't think there is anything extremely unscrupulous going on, just that there isn't much of a wall between editorial and advertisement with Gruber's model as some people claim.
This is actually a great example of something I wanted to dig up earlier, which is a DF sponsor that john clearly doesn't give a shit about. The tone of the 'thank you note' for that can be generously described as "professional". You can _almost_ hear him gritting his teeth.
> As someone who (very happily) uses both Backblaze and Squarespace
Just wanted to second your comment and add that Everpix too was also a really good product before they closed down (I still haven't found an alternative that works for me).
I feel like there's a big difference in talking negatively about a billion dollar company that pays for an advert and a small sub million dollar company. Would Microsoft even notice or care that he spoke critically about them once compared to a small startup that blew their advert money on his blog care?
1: http://daringfireball.net/linked/2014/08/10/ios-at-google
2: http://daringfireball.net/linked/2013/04/20/windows-azure-mo...