I like this little film from BoxofCrayons.biz. Have a look (it's very short), decide whether you're in the timid middle in a part of your life where you'd rather be bold. If so, see the tips below the video.
The video provides some general tips, but let's get more specific. Here are three ways to be bolder in any part of your life:
1. Think of a stuation in which you stick to the timid middle. What would a bold person do in that situation? The next time you're in that situation, do that.
2. In a situation in which you are timid, imagine the worst thing that could happen. Then try to think of something even worse, and worse yet again.
For instance, if you approached somebody you don't know at a social function, you might think the worst would be if they ignore you.
Think bigger!
Maybe they will run screaming from the room. Bigger yet: They will run screaming from the room and bring back the police to charge you with assuaulting them by saying hello!
Or maybe they'll jam a pen into their carotid artery because they'd rather die than speak to you!
This exercise serves two purposes. First, if you are tense a bit of humor will relax you. Second, even if they do ignore you, you can console yourself that they didn't run screaming from the room or kill themselves on the spot.
3. If you're not ready to be bold all the time, declare a BOLD DAY and try it out just for a day.
(Want to be boldly creative? Get my book, "Creativity Now," published by Pearson and available from Amazon or your other favorite bookseller.)