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I cannot begin to describe how infinitely useful the iPod touch is after being jailbroken. It’s the type of thing where, until you’ve done it, you have no idea what you’re missing out on.  I couldn’t imagine using my iPod touch without the customizations I have tweaked.

First and foremost, my number one recommendation is Winterboard, which quite simply an app to change the theme.  There are countless resources for pre-built themes or for the artsy you can make your own.

Beyond the visual customizations, there are a few apps that simply make the OS more useful and organized.

SBSettings adds a slide in UI that can be activated by sliding your finger across the top of the screen from anywhere.  It gives you quick access to turn on/off settings like bluetooth, wifi, 3g, and others to save on battery life.  There are also addons for more functionality like managing resources and enabling SSH access to your device.

Backgrounder and Kirikae work together to add the ability to multitask apps as well as quickly/conveniently switch between different apps simply by double-pressing the home button.

I have apps installed to enable downloading of any file type in Safari, and one to download YouTube videos for offline viewing.

Lastly I have emulators installed for all of my classic gaming needs from NES to PSX.

There are a whole lot more apps that would be more useful to iPhone owners that tweak SMS/MMS capabilities, and one that enables WiFi tethering.  I’m still pretty new to this whole thing, but thus far I think JB Apps pretty much adds all the functionality that I had always wanted my iTouch to have.

For iPhone 3.0 users the easiest way to jailbreak is using blackra1n.  The process takes under a minute, and is as simple as plugging in your device and hitting a button!

Awhile back I purchased an HTC Hero. It was my first Android handst, and I was thoroughly satisfied by the Android experience. Inevitably, I ended up returning the phone, for several reasons:
1) The Hero’s SenseUI was custom built on top of Android. There was no set date that the Hero would be getting OS updates (like Android 2.0). Until recently, neither HTC nor Sprint would say whether or not they would be pushing the update at all.
2) It was a very solid phone and fluid user experience, but the internally, the phone was running last-gen hardware. It’s not that big of a deal, but I want to be able to purchase something top of the line that will be sufficient for most of the 2-year contract period.

With that being said, here are what I believe to be the main advantages of the N1. It is running the latest version of Android of any phone on the market (Android 2.1). The hardware is the best of it’s kind on the market (snapdragon).

The touchscreen is slightly larger than the iPhone, and it’s still a very slim phone. It has one of the best cameras of cell phones (5 megapixel), and out of the box supports standard things like picture messaging, copy+paste, stereo bluetooth, gps, and video which first gen iPhone users can’t even do. The GPS Navigation software is standard on Android phones, unlike the iPhone whose software for turn-by-turn is added to monthly service or the TomTom software’s initial costs are about $100.

Overall, I think that the N1 is the first all-around Android phone that rivals side-by-side any other smartphone out right now. The only Android disadvantage is the lack of quality apps, which should hopefully change over time, remember, the iPhone has a headstart by a few years.