I've hosted my own blog for 15 years. For me it has been about "freedom". The new "freedom" is being free to not have to deal with the hassle.
I started in 1994 with plain HTML. A year later I added JavaScript, ColdFusion, and MSSQL server when I started working professionally. In late 1998, I got into Macromedia Flash. At that point I broke from expressing myself verbally ("blogging") and was more interested in artistic expression. (This would be a short lived diversion.) In 1999 I started coding in PHP and learned about Free Software.
By the end of 2000 I had solid experience with RedHat 6 & 7 and considered my self an "expert". (In reality I know nothing but bash and GNU utils.) Near the end of 2000, my company hired Jerry Tubbs who brought with him a Beta of Mac OS X which I installed on my company issued G3 PowerBook "Lombard". (I clearly remember how the blue Apple logo in the center of the menu bar made it feel like an iMac.) I found myself compiling Apache, PHP, and MySQL from source tarballs and being amazed that it worked "on a freaking Mac"! I hated Apple up until that point. I hated that my company forced me to use OS 9. I hated that anybody used any web browser other than Internet Explorer 5! I quickly upgraded to Mac OS 10.0 and then 10.1. At this point I would never own another MSFT windows computer.
I would continue developing PHP for 10 years. I used custom PHP to template my own blog, then for content entry. I was very active in the Open Source community. I used a lot and contributed a lot of code snippets from/to places like http://www.phpclasses.org/ and numerous mailing lists and forums. I was very resistant to using Wordpress, but I eventually submitted to temptation in late 2004. Since then I have dealt with comment spam, plugins, a few exploit avoidance upgrades, backups, blah, blah, blah. I use http://flickr.com to host my photos. I use http://github.com to host my code. I use http://gmail.com for email with my own bronosky.com domain. I just can't justify hosting my own blog. I will continue to own bronosky.com and use it for email, FTP, and as a SOCKS proxy and SSH hop. I will continue to run a VPS at http://slicehost.com to keep up my sysadmin chops. However, I will not be hosting a blog there. For now I've chosen to use http://blogger.com and I am very pleased with my ability to use things like the http://cooliris.com Flash widget. I can now remove modPHP and optimise my Apache configuration for serving Django via WSGI and Worker MPM.
An occasional outlet for my thoughts on life, technology, motorcycles, backpacking, kayaking, skydiving...
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