The Surface Pro 4 has been a lemon of a device in my household, and I've always been a Windows user. I'm with Apple for phone/watch/appleTV and iTunes.
As I am a filmmaker, I always intended to make the jump over to Mac like every other filmmaker I've ever met. But it's just too scary at this point. This year specifically, I've helped several other filmmakers move over to Windows (at their request). These filmmakers all switched to Adobe once Final Cut X was released and now they aren't locked to to Mac. I'm guessing that the seriously aged Mac Pro is really pushing people away now, especially as footage gets more and more demanding with more complicated compression, 4K, and even RAW.
But the Surface line is mimicking some of the worst aspects of Apple's designs too. Mainly, the soldered, glued, all-in-one, disposable design. The Surface Studio is the most impressive computer I've ever touched, but then you realize that the actual guts are far, far worse than my editing desktop. MS is very smart to target creatives as they get frustrated with Apple, but they aren't exactly giving us more power, just a more tailored design. If MS sold the Surface Studio as a pen enabled monitor, I'd absolutely pay the full price of the lowest end model, just to connect it to my existing desktop tower.
I had two Surface Pro 3s in my house, then two Surface Pro 4s. The Surface Pro 4s were absolutely riddled with driver and firmware issues for a full 6 months after purchasing. Daily crashes. Daily hard resets. Today, they finally work right, however MS has definitely gone off the deep end with automatic updates. These things are always updating.
Then 3 weeks ago, the SSD in my wife's Surface Pro 4 failed... 5 days out of warranty. She had one of the lowest end models and we still had to pay $450 and switch out the entire machine, just to replace a 128gb SSD.
I lost a lot of goodwill with Microsoft over this. I understand that drives fail and a warranty is a warranty... but I had two Surfaces constantly crashing for 6 full months of that warranty before MS finally patched them properly. 6 months of my warranty was spent waiting on an update to fix the software issues. Beyond that, you can't tell me that 6 months of hard resets due to faulty software was good for the health of the system drive.
The Surface Pro 3s were rock solid for us, but the 4 was a huge step back as far as reliability. The devices also took a very noticeable hit in battery life that, as someone else mentioned, is very unpredictable.
A lot of the issues reported about the new MacBook Pros sound exactly in line with my issues with this generation of Surface.
I can't help but wonder if there aren't some major issues with Intel right now that neither MS or Apple can speak about (to not hurt all PC sales). I'm seeing people getting half the battery life they're expecting on the MacBook Pro even though the processors are supposed to be more power efficient than ever. It's like both MS and Apple shrunk their batteries based on Intel's promises and Intel didn't deliver.
Other issues with Intel (like my 6 months of Surface crashes starting in Nov of last year) may explain just why it took Apple so long to update ANY of their Macs.