Great responses eaglesteve, thank you!
You don't need to install SSH. If you do, you should change the common password, this I agree.
My concern is more on degree to which one could be tricked into installing malware from the Android Play Store vs that from the App Store.
Is this a personal concern or a concern for the general public? Whilst there is possibly a call for some people out there to use vetted applications exclusively, I can't say I've been affected at all with any malware susceptible operating systems for around a decade. I've managed to keep my Windows, Linux, Mac OS X and Android usages malware free for as long as I can remember.
It is true that jailbreaking takes some time. However, the most recent iOS version jailbroken is never that old. The current iOS version is 6.1.4, which has no significant functional difference from 6.1.2.(which is the newest untethered jailbreakable iOS for iPhone 5). According to a recent report, 93% of its iPhone users are using iOS 6, which is the latest version, 6% are on iOS 5, which was released in 2011 and just 1% are still on earlier iOS, which was released in 2010. In contrast, 36.4% of the Android users are still on Gingerbread (Android 2.3 2.3.2), which was released in 2010, 33% of the users are on Jelly Bean (Android 4.x.x), which is the latest version and 25.6% of the users are still on Ice Cream Sandwich (4.0.3 4.0.4), which was released in 2011. So a majority of Android users are still on older version of the software. This does not include devices like the Kindle Fire and millions of devices in China than run on Android but do not use Googles services. If we take those variants of Androids into account the situation is even worst.
I'm not entirely sure I understand how this correlates with the people that jailbreak that may end up unable (or unwilling) to jump on iOS 7 once it is released. On the flipside, anyone capable of jailbreaking would most likely be more than capable of using a custom Android ROM of the latest release of Android. I find it funny that those that jailbreak are likely to be stuck on older firmware releases whereas those that decide to go the custom firmware route on Android will most likely be updated faster than the OEM will with their customization.
I have an old ZTE Blade which launched with Froyo and was only officially updated to Gingerbread by ZTE but there are Android 4.2 releases for the thing. Not bad at all for such old and unsupported hardware.
Usually, when we go for "support" that involves the phone hardware (as oppose to getting other form of support such as attending free training in Apple Store), we expect a swap and to get a brand new phone. We would of course first backup our phone and wipe it first.
Apple will likely refuse refuse to support a jailbroken phone.
http://support.apple.com/kb/ht3743
Not only that, it's my understanding that a restore through iTunes to get back to stock prior to any support neded will result in the latest ipa file being flashed as the older ones are no longer signed for flashing. Also, any white box replacements done in store are likely flashed to the latest iOS release before being passed on to the end user. Until the next exploit is found (and it should be noted that jailbreaking is only possible thanks to the discovery of security exploits), you're stuck with stock iOS... All of the benefits of a JB, gone.
A massive selection of Android devices do not require any security exploits to gain superuser rights and custom firmware flashing on the handsets (most of this is restricted by carrier branded handsets.
Many Samsung (non-carrier & some carrier branded) handsets are bootloader unlocked.
All Nexus devices are bootloader unlocked.
HTC Dev:
http://www.htcdev.com/
Sony:
http://developer.sonymobile.com/services/flash-tool/
Motorola:
https://motorola-global-portal.custhelp.com/app/answers/detail/a_id/87215
LG allow the unlocking of some devices.
There are plenty of options for the tinkerers out there to keep up with the latest Android releases. Certainly not something for everyone but to the jailbreaker, much of this should be do-able.
On iOS you can have both of these methods, whereas on Android you could have only one of these methods.
Similarly if I'm on iOS, I could have 100% secured messaging using iMessage and really fluid video conferencing using Facetime, as well as other form of communications available on the Android platform (such as Tango, Whatsapp, Viber, WeChat, etc).
You certainly can do this on both iOS and Android (which is why I said so!
) but throw Windows, Windows Phone and Linux into the mix and you need something that is truly universal. Lots of people may love the vendor lock in that Apple provides but others that use far more than just Macs and iOS devices may need a little more.
Apple would do well to move more of their services to the web, iTunes match streaming, iMessages all in a browser would be fantastic!
Talking about Google now, it is ironic that 99% of the iOS users (who are on iOS5 or iOS6) are able to use this service, whereas just 33% of the Android users can use Google Now as it needs Android 4.1 or later. The percentage is even lower if you include all variants of Android.
I can't say I'm much concerned for those on lower OS builds as me. I haven't ever fretted that some people still use XP, Vista, Windows 7, older Linux releases, Leopard, Snow Leopard, Lion over the past few years so I'm unlikely to be worried about those on Froyo, Gingerbread, Honeycomb or Ice Cream Sandwich.
What I have noticed is that there are plenty of applications that take advantage of the latest API's and Android 4.0+ regardless of the "fragmentation" problem. Most of the applications I use are designed with Android 4.o and above and seem optimised for those specific releases. Instagram, Twitter, Google Mail, Press, Pocket, TuneIn Radio, BBC Weather, CPUz, Genius Scan, IMDB, Netflix, Noom Walk, Pocket, Press, RunKeeper, Snapseed, TuneinRadio and Vine all seem to be optimized with the newer design guidelines and rich notifications designed for 4.x.
When it comes to the dreaded fragmentation, I can't help but feel that a lot of the negativity is bought up without any actual issues for the user saying it. It does seem to be a big issue with a lot of Apple proponent's I've found over the last few years.
As I said though, great replies! Thank you.