Decided to take a plunge and start my personal website, The Peach Design. The work I had on the site was an accumulation of my T-shirt design submissions to Threadless.com (that failed :) )
If you want to start creating your design portfolio but you do not have enough content, try participating in T-shirt design competition offered by Threadless, DesignByHuman etc. Learn from the celebrities in these communities to build up a quality portfolio.
Check out all my previous (ugly) design work by visiting: The Peach Design and click Illustrator.
The time it took to complete this goal is: about 3 years