Here are questions to ask yourself before starting a town
1. Are you willing to spend hours making money so you can start,expand, and pay upkeep for your town?
2. Do you know enough about towny? If you don't know towny properly your town will likely fail
3. Are you an important part of another town? If your a TA of a town make sure the mayor is ok with you leaving
4. Do you have the time? No one likes a mayor that's never on and you have to have time to put into your town
5. Can you build well? People like a nice looking town not one made of all cobble stone!
These questions should help you decide if your ready ( if you answered 1: yes 2: yes 3: no 4: yes 5: yes your ready!