AFAIK Microsoft has completely stopped supporting Windows Mobile 6. Windows Update no longer works and there is next to nothing in updates on the MS website. Also I found out that Google Voice no longer works on the PocketPC either so I still have to try YouTube
Generally MS does a much better job at accommodating older technology, unlike Apple. It took MS 12 years to stop supporting XP, though the market did not want to let go of XP, especially after the Vista release.Apple on the other hand keeps pushing people to upgrade. XP is still a widely used and accepted OS despite its age. In 2013, 35% of the market was using XP. In 2014, the last year of XP support, XP accounted for 25%. By comparison OS 10.9, Apples only significant user group, was less than 4% (other Mac OS X was ~3% combined, 10.6 being the biggest Mac portion after 10.9 at 1% total marketshare).
XP was released in 2001. At the same time, Apple OS offered 10.0/10.1. For nearly all intents and purposes, considering that OS X was not readily adopted until 10.2, most people were still using OS 9. Imagine if 25% of computers (or even 25% of Macs) still ran OS 9! Imagine if newly released software still could be run on OS9... Or even 10.1. If Apple were to support a 12 year old OS in 2015, we'd be looking at Panther (10.3)!!
Granted Apple had few users back then compared to now (small affected population) and there was the whole processor switch. But even 10.7 from 2010-2011 still has a lot of limitations with newer software. Apple won't even give 10.7 the newest version of Safari. Once Apple leaves you in the dark, you're stuck in that generation of your computer (but that's not to say you can't functionally use your computer for most purposes). Apple essentially wants everyone running iOS 8 and Yosemite or at least Mountain Lion.
I know you're going to complain that I'm mentioning smartphones, but it is just the evolution of the PDA. I know you think smartphone users are "lazy" but in reality it's just combining 2 products into one. But...
Windows Mobile/Pocket PC/CE sold pretty poorly overall and got dragged out way too long. It had a few moments of success bridging the gap at the end of the PDA craze and the shift to smartphone. Palm pretty much controlled the PDA market historically until their OS just became too archaic. Windows had a couple years of success along with BlackBerry, but eventually BB dominated, but that too was short lived as iOS and Android moved in, especially in the consumer sector.
The problem Windows 6 also is a complete lack of 3rd party software development compared to what Apple and Android have going for them. Why support something no one else is? Even Windows Phone (WM6 replacement) has 3% worldwide/4% US marketshare and only has 300,000 Apps while Android and BB have 1,200,000 and 1,300,000 respectively. This is one big factor in the death of Palm's (excellently executed) WebOS and why BB is nearly dead. Windows Mobile in 2010, it's last year, was 0.6% of the market (and the market was much smaller back then), so the affected population is quite small.
To be fair smartphones *intended* lifespan is very short- 2 years essentially in that phones typically come with a 2 year contract. With the use of Windows Mobile 6 ending in 2010, 5 years later I assume MS expects everyone to have upgraded from a PDA to smartphone or to a newer smartphone. Thus Windows 6 supporting is useless at this point. I think iOS is different in the sense that it is used broadly across many phenomenally selling products- iPhones, iPad, iPod, and Apple TV. The latter items have the ability to last very long and won't be encouraged to upgrade due to a contract renewal/subsisting by cellular provider. Yes, WM was used in some PDA's and Phones, but it was a minuscule population compared to all the iPod Touches and iPads of the world. Obviously there are hardware limitations in some instances, but completely leaving one in the dark can be frustrating.