Have you ever thought of doing something but did not really know where to start or how to start? There is a simple solution, just go ahead and do it. The result really does not matter, what matters is that you get your practical experience.
Start a little experiment - a proof of concept. This is done daily in companies all over the world so why not do it in our personal lives? The key factor about proof of concept to do it on a small scale with minimal risk. Before you start your proof of concept, you should have some idea about what it is you want to find out. The preparations can be something as simple as reading what other have done in that area.
For example, you are thinking of starting a blog. Read about your options, there are free hosting sites and there are sites that require payment. There are some articles which talk about the essential steps to starting a blog. Just to experience it you might just go to one of the free hosting sites and just register and start a blog. This allows you to get a taste of what it means to own one.
Most initial ventures usually end in failure so do not worry about failing, what is important for the first venture is to gain experience and learn from it. There is no better teacher than practical experience.
Another important thing to remember is there is no shame in starting over. For those in the IT field, we usually avoid the first release of anything. We know that the first release of any product is full of bugs and issues which will only be fixed in later release. If this is true of multi million dollar companies why should our own personal ventures be any different.
So remember, do not over analyze and fall into the trap of analysis paralysis, just do it. Get your experience and move on.