As the Saying Goes, Once you Go Mac.....

Let me start out by just cutting to the chase...I'll never go back to Windows again!

Those that know me know that I've been weaning myself slowly off of Microsoft-based technologies.  It started off with moving off of MS Exchange, then Outlook, then Office...the last holdout being Windows itself.  But after my recent job switch I decided I needed to finally bite the bullet...plus I was envious of seeing all the "cool and hip" people toting their Macbooks around from place to place while I was still lugging my uncool and unhip Thinkpad.  I was told by several friends that the switch from Windows to Mac was going to be initially painful - one buddy of mine told me that "you will hate the damn thing for the first two weeks".  Plus, every time I would walk into an Apple store and start playing around with a Mac it would last less than 5 minutes, as I would get so frustrated not being able to right-click,  not figuring out how to resize a window, looking for the "file" menu, etc.  The other complication is the fact that for the life of me I could never get used to touchpad-style pointing devices - I was a firm believer of the Trackpoint and even preferred it over a regular mouse.    Anyway, I definitely had my work cut out for me.

However, I was very pleasantly surprised by the fact that I was only completely frustrated on the first day, and after the second day I already knew I had made the right decision and knew that I would never go back to a PC again.  I think there were a few reasons why the transition was not as painful as I had anticipated.  First off, the fact that I've owned an iPad for awhile has conditioned me to "think like a Mac user"...if that makes any sense. There are a number of similarities between Mac OS and iOS, and with the recent Lion release the two operating systems are even more alike than ever.  Secondly, I don't use a ton of keyboard macros, and the ones I do use are all the basic ones and so it's simply a matter of remembering to use the "command" key instead of "ctrl"...so I had a much easier time of it when compared to the MS Office super-user types who get thrown off by all the keyboard macro differences between PC and Mac.  And lastly, though I still miss the Trackpoint I've come to appreciate some of the benefits of the touchpad, particularly some of the multi-touch gestures that Mac OS provides.

Compared to Windows, Mac OS does seem to be a lot more stable and efficient in its use of system resources, and I've rarely run into issues that have caused me to reboot the machine, let alone encounter a Blue Screen of Death (BSOD) equivalent.  With Windows I would periodically need to do a "therapeutic reboot" in order to free up system resources, or Windows itself would do that for me by blue-screening on me every once in awhile. And the hardware design of the Macbook Pro is so well thought out and the build quality is second to none.  I can't even hear my hard disk spinning unless I press my ear against its surface - you would think there was an SSD inside of the machine.  And all the little touches, such as the magnetically attached AC adapter and the little clips attached to the adapter that you wrap the cord around.  It's no wonder Apple has won all those awards for design excellence.

But despite all of the improvements, far and away the best thing about my Mac is the fact that I now have suspend/resume that actually works!  With Windows this has always been a crapshoot.  I've had so many occasions in the past where I shut the lid on my laptop, commute home or to the office, get there and discover my laptop is still burning hot because it never went into suspend mode.  Equally frustrating are the frequent occasions where you open the lid and wait for 10-15 minutes until you finally see the screen, all the while your hard disk is spinning away like crazy.  I remember at one of my startups when we were fundraising and seeing VC's on a regular basis.  We would go through this routine where we would open the lid on one of our laptops while parking the car,  and carry it with the lid still open while walking into the VC reception area.  We must have looked a bit silly, but we wanted to ensure our presentation/demo went without a hitch and didn't want to take a chance on the laptop screen staying blank.  It's so comforting now to be able to just shut/open the lid freely anytime I need to and know that my machine will just work.

Is the Mac perfect?  Heck no...there are a number of little things that still annoy me today.  Why Steve Jobs doesn't allow you to cut-and-paste files is beyond me.  And the fact that you can only see the "file" menu for the foreground app is a real pain in the butt. But overall it's been a great move for me, one that's been a long time coming.  I'm also relieved that my multi-year quest to divorce myself of all things Microsoft has finally come to end...well, at least until the Skype acquisition is complete.  I guess I still have a few months of freedom before needing to tackle this again!

Bloatware No More, aka Goodbye Microsoft Outlook

I've used Microsoft Outlook as my preferred email client literally from the day the first beta was released back in the late 90's - I think the initial version was called Outlook 97.  To me it was a breath of fresh air, as I could do all of my email and calendaring from the same window.  My company was in the process of rolling out MS Exchange across the enterprise, and so Outlook was a huge improvement over having to use the kludgey combination of the MS Exchange client along with Schedule Plus - anyone but me remember that one?

Over the dozen plus years since then I've used each and every version of Outlook. Functionality-wise it keeps getting better and better, especially when you've got an Exchange server on the back-end.  However, at the same time its footprint seems to get bigger and bigger with each release...sometimes I go into Task Manager and see that it consumes half a gig of RAM...WTF does it need half a gig for?  And the time it take to load the software on my machine seems to increase the more I use the product...somehow all these plug-ins get installed on my behalf and I'm forced to stare at the Outlook splash screen waiting for each of these to load - a real exercise in patience. And finding out how to disable these plug-ins is no easy chore, and also can only be done within Outlook itself.   This ended up being a major headache for me a couple of months ago when my Outlook was hanging every time I launched it and the culprit was this antivirus plug-in that had been recently updated.  Suffice it to say that it was quite the challenge to finally fix this problem - it took multiple attempts before I could disable the plug-in within the short time window between launching Outlook and having it start hanging again.

I've written in the past about how I've reduced my dependency on Microsoft over time, and now I'm pleased to report that I've finally ridden myself of this overly engineered, bloated piece of software called Outlook.  I've been using Gmail and/or Google Apps mail for the most part anyway these past few years, and the native web versions have also gotten a lot better over time.  Offline viewing has been available for the past couple of years; a few months back they finally allowed you to disable "conversation view", which for the life of me I could never get used to; and they even implemented a few new features such as notification pop-ups that you'd normally only find in traditional desktop applications.  And I've also come to appreciate the way Gmail uses labels as an alternative to folders - it's actually a much more elegant solution than having to manage a folder hierarchy.  Since I've made the switch I've never found a need to go back, and my laptop thanks me for it!

As far as the other functions of Gmail/Google Apps go, I think it handles my calendaring and contact management needs just fine.  A weak point in my opinion has always been its task management.  There have been some recent improvements here as well, but features I've grown accustomed to in Outlook such as the ability to create recurring tasks are still not supported - not a show stopper, however.  Getting rid of Outlook has also made it easier for me to synchronize data to my mobile devices.  Since I've been using Android for awhile it's great never have to think about synchronizing my mail, calendar and contacts to my Nexus S, and there are some great 3rd-party solutions for  syncing other types of data such as tasks and notes.

So goodbye Outlook, my old and dear friend....I don't think I'll be missing you.  But despite all the frustrations I've had to endure, I guess it could have been worse.

Goodbye Blackberry - Hello Nexus One and Android

I've been a pretty devout Blackberry user these past 10 years, starting with the original, clunky pager-looking model and ending with the Curve 8900. And between that time I must have cycled through half a dozen other models including the 7100T, 8700 and 8320. The main reason I've stuck with Blackberry so long is because it does a few things really well, push email being at the top of the list. And if you happen to be using the combination of Microsoft Outlook/Exchange on your desktop then the integration with Blackberry is rock solid and hard to beat.

So...what's finally gotten me to make a move after all these years? Well, three things really. First off, the popularity of the iPhone and other newer smartphones has certainly made me think of all the functionality I am losing out on by sticking with Blackberry. Though the Blackberry has made good strides to close the gap, I feel it's quite stuck in the stone ages by comparison. Secondly, as I mentioned in my last blog post my dependency on all things Microsoft has been drastically reduced over the past few years, corresponding with my increased dependency on Google-based apps. And finally, one year after the launch of Android there's finally a device cool enough that captures my imagination and allows me to migrate without having to switch cell phone carriers - that device is the new Google Nexus One.

I ordered the Nexus One on the day of the official launch and received it promptly the next morning via FedEx. Setting up the device was an absolute breeze, especially since I am a Gmail user. I entered the credentials for both my work and personal accounts, and it automatically began syncing all my email, contacts and calendar with my new phone. No software installation, no tethering of the device in order to sync...very painless! I then configured some of the preloaded applications such as Facebook, Google Voice and Google Maps...the latter is simply awesome, BTW. Finally, I downloaded a number of my "must have" applications including Yelp, OpenTable, Pandora and an RSS reader. All were downloaded and installed painlessly from the Android Market. I was actually quite surprised (in a good way) at the abundance of good applications already in the Android Market.

How do I like the phone? Well, I have to say that I love it and I'm never going back to the Blackberry! In addition to do all the normal phone sorts of things the apps themselves are highly functional, and the built-in browser is quite good as well. I'm one of those types that always likes to be near my computer in case I need to have access to something, and with the Blackberry I never felt that it could replace much of the functionality of my computer except when it came to email. But with the Nexus One I feel that I'm not compromised much, if at all, when using its browser or applications in lieu of my PC. In fact, being less dependent on my PC now feels quite liberating.

Inevitably there will be questions regarding the Nexus One and whether or not it is an "iPhone killer". There is plenty written about this already, so I'm not going to even make an attempt to tackle the topic. I suspect that most people will feel right now that the iPhone is still a better device, mainly because of the thousands upon thousands of cool apps that have already been written for it. But I also think that with the emergence of Android, along the hype surrounding some of the latest Android-based phones such as the Nexus One and Motorola Droid, that the gap will start to diminish rapidly. But there are a number of other reasons why I feel the Android platform has a good shot at beating Apple in the long run:

• Carrier independence - In the US you can already purchase Android phones that work on the T-Mobile, Verizon and Sprint networks. And AT&T just announced upcoming availability of several Android-based phones by this summer. With the iPhone your choice is currently limited to AT&T and AT&T...lousy 3G and all. Yes, there are rumors floating around about some deal being cut with Verizon, but nothing official just yet.
• Device manufacturer independence - If you're an iPhone user you've got just one single handset choice. Yes, it's a great handset. But what if your requirement is that you need a hard keyboard, or maybe a flip-style phone? Sorry folks, you're just out of luck. But with Android you can already purchase handsets made by a variety of manufacturers such as HTC, Motorola and Samsung...and more are on the way. Device independence also allows for things that we sometimes take for granted, such as the ability to expand memory or replace the battery. Sorry, you can't do either of these on the iPhone.
• Developer frustration - The iPhone application approval process has been a source of consternation for many developers, and many have expressed their disdain over the sometimes draconian attitude that Apple seems to impose. As an open source platform I feel that Android is much more developer friendly. Yes, being more open can have its drawbacks too, but overall I think in the long run both the developer community as well as the end users are better served by an open model.
• Background applications - Being able to run Pandora in the background while using another Android application is pure joy. Part of the reason Google Voice works so well on Android is because it also runs the background. Apple claims that background applications can negatively affect the user experience, so that's why they don't allow it. Well, I say screw their lame excuse and tell them to get on board with every operating system that's been in existence since the 1950's.

Apple is this decade's version of the "Microsoft Monopoly". That monopoly has started to crumble apart, and I can foresee the same thing happening to Apple if they continue with this display of arrogance. It's good for them that their products are the ultimate in "cool" at the moment, but at some point the luster will wear off and they will have to start playing some ball.

My Ever-Decreasing Dependence on Microsoft, aka My Growing Dependence on Community and Open Source

Ten years ago I was an IT executive at a Fortune 500 financial services company, and I had overall responsibility for all the desktop and server technology that ran our internal applications. At the time we were on the leading edge of Microsoft technologies, and had rolled out Windows NT-based desktops to the entire company along with hundreds of Windows servers that ran everything from our corporate email to our internal CRM application. I was a staunch proponent of Microsoft during this time, as not only were their solutions a lot cheaper to run than the alternatives at the time (mostly UNIX-based) but the tight integration between Windows-based apps and the relative simplicity of dealing with a single platform seemed to make a lot of sense to me. Plus, some of their apps were clearly the best at the time, e.g. Microsoft Exchange which arguably still provides the best email experience out there.

Fast forward now to present day. I am now the co-founder in a Web 2.0 startup with less than 40 employees, and like most startups we try to do as much as we can on the cheap. How much Microsoft technology am I using today? Well, I am still quite dependent on my Windows laptop which is now running the latest and greatest OS, Windows 7. And I do spend a great deal of time within the Microsoft Office suite, whether it's managing my calendar and email or working on slides for a presentation. But that's pretty much it. Our major IT expense outside of people costs are the hardware and datacenter fees associated with running our website, but outside of that our IT expenses are close to zero. Let's look at some of the details.

The Wigix website is run completely on open source, mainly the LAMP stack plus some Java that is required for our search engine, which is also based on open source. The corporate IT types may shudder at the thought of relying on the community for support instead of going with one of the big players (e.g. IBM, Oracle), but my experience has been that the community provides a level of support and interaction that often exceeds that of the big software companies. And from an installation, integration and ease-of-use standpoint open source tends to be far easier to deal with than their licensed software counterparts. We are not in the minority here, as nearly all startups are heavy users of open source technology. BTW, does anyone even care about IIS anymore?

Like all other companies we are quite dependent on email. While I would love nothing better than to have the rich experienced associated with Exchange, I find that the free mail service provided by Google Apps (based on Gmail) is more than sufficient for our use. In fact, in this day and age of "real-time" I believe most people place a higher priority on accessibility and ease-of-use over pure functionality. Google has been nothing short of masterful on this front. I still use Outlook in order to access my mail, because I never got used to the way Gmail threads its discussions. But my fondness for Outlook is diminishing over time as well...right now it is the one app that routinely seems to bog down my laptop. Some of my employees have been pleading with me to switch to Thunderbird or another open source solution. I may eventually do that, probably at the same time I ditch my Blackberry Curve and switch to the upcoming Google Phone.

Another good example is the web browser. Up until 2 years ago I used Internet Explorer exclusively, as I felt I needed all of its rich functionality, all of its toolbars and plug-ins, etc. But when Chrome came out I decided to give it a try, and I haven't looked back since. The speed and simplicity of the browser seemed to outweigh everything else, and I realized that I didn't even really miss all the add-ons and extensions of IE. In fact, in the time it just takes to launch IE 8 on my laptop I could bring up Chrome and already be browsing a few websites...seriously. And now that Chrome supports extensions and does so in an elegant manner that does not bog the system down there is simply no reason to ever go back.

Microsoft has a huge challenge in front of itself competing with free. For sure, they can feel secure for awhile that the Fortune 500 types will continue to provide a steady revenue stream for them, but for how long? Except for Windows itself and the Office suite I've completely removed my dependency on them, and I suspect it won't be too long before I no longer have a need for Office either. And I have to think that many others feel the same way that I do too. This is unfortunate, because despite my commentary I've always had much admiration for the company, its leadership and the innovative technology they've brought to the market over the years.

Windows 7 - Nothing to Write Home About

A few of my co-workers had been playing around with Windows 7 for the past few months, so I finally bit the bullet myself and upgraded one of my machines to the RTM code, specifically the 32-bit Ultimate version. Before the install I had to make the always difficult choice of performing a fresh install or upgrading from my current OS (Vista Ultimate). I decided on the latter, because I was feeling lazy and didn't want to bother with figuring out all the apps that needed to be re-installed, configuring them correct post-install, etc. This actually turned out to be a mistake, which I will talk more about in a second. I was also disappointed to discover that there was no option to upgrade directly to the 64-bit version of Windows 7 from my 32-bit Vista, although I guess in putting on my techie hat and thinking about this more I have to admit it would be a difficult process for Microsoft to pull off.

The actual upgrade process itself is easily the most straightforward and hassle-free upgrade that Microsoft has ever come up with for any of its operating systems, so congratulations are in order here. Once the upgrade begins you're asked just a minimal amount of questions and once the process gets going it's pretty much hands-off until it completes. One of the really nice things it does right at the beginning of the process is take inventory of all your applications and tells you which ones it thinks has known issues and what the workarounds might be, along with other warnings. For example, even though iTunes is compatible with Windows 7 it reminded me that I should deauthorize my machine from iTunes before the upgrade and reauthorize it afterwards. I've often forgotten to do this, so that was a great reminder!

Anyway, I began the upgrade around 11pm and things were chugging along pretty well, but at around midnight or so I hit upon what I thought was a major snag. The upgrade was in the final step, which was titled something like "transferring program files and settings". The progress bar had gotten "stuck" at 42%, and didn't move at all for the next hour and a half or so, though you could still hear constant disk activity on my machine. Feeling a bit panicked I did a bunch of Google searches on the problem and found that a number of other users had come across the same issue. Some of them decided to just abandon the process and reboot their machines...fortunately, the install process detects this and restores the prior OS properly, according to the reports I read. Others claimed that the upgrade will actually complete given enough time and patience. Since it was nearly 2am by now and I was getting sleepy, I decided to take the "hope and pray" approach and went to bed.

Fortunately, when I got up the next morning my prayers were answered and the install completed successfully - all I needed to perform was one final reboot. So now this begs the question...Is Windows 7 really worth the upgrade? I would have to say that generally speaking the answer is no. Probably the biggest benefit I've seen so far is that fact that the OS loads a fair amount quicker and generally speaking apps seem to be more responsive when compared to running under Vista. It seems like Microsoft devoted much of its efforts to streamlining the OS and making it less resource intensive. Outside of the performance improvements I think the other changes are relatively minor and are mainly UI tweaks...In fact, I can't even think of a single "must have" feature that the OS provides. Check out Engadget's Windows 7 review for more specifics on all the new features.

The other problem I ran into is that several of my applications no longer worked correctly post-upgrade. These were mainly shareware-type applications that installed their own device drivers, and for the most part all it took was a simple uninstall/reinstall for the app to begin working correctly again. Some apps require being run in "compatibility mode" in order to work correctly, and Windows 7 provides a nice wizard to help you select which mode to run in. I only have one application, Acronis TruImage, that doesn't run 100% correctly.

In conclusion, here are my recommendations for those of you considering the upgrade:

• If you are already running Vista and are happy with its performance, stick with it unless you just need to have the latest and greatest.
• If you're stuck on XP and haven't upgraded to Vista because of its stiff hardware requirements and/or were concerned about performance, Windows 7 might be the ticket here.
• If you do decided to upgrade, do so by performing a fresh install. Even though you'll have to hassle with reinstalling your applications, I think at the end of the day it will be less time consuming for you.