How to be Smarter: People are often afraid of failing because of two reasons: 1) they worry others will judge them or 2) they worry they will be disappointed in themselves. But if you are afraid of trying anything that comes with a risk of failure, your life will not ever move forward. A way to get over a fear of failing is to give yourself the opportunity to fail in a small way. Then after things did not go perfectly, tell someone you did not measure up and reward yourself for trying. An easy way to do this is to take a class in a subject you have never learned before, and decide before the class begins that at the end of the class you will both tell someone, honestly, your experience ["I tried a trapeze class over the weekend. I tried to bring my legs up four times and missed each time"] and reward yourself for trying [with a treat like a new book].
Trying little exercises like this allow you to learn to deal with failure in small, slightly inconsequential ways. This can help you be slightly more comfortable with trying bigger, more substantial things that come with a risk of not-perfection. And a big part of moving your life forward -- whether that means applying for a new job, trying online dating, or training for a marathon -- is being at peace with the chance of failures, big and small.
How to be Prettier: Wear a zip-up hoodie when getting your hair done for a special occasion, so you can can change clothes later without mussing the 'do.
How to be (less) Awkward: "Remember, people want to be treated as human beings, not objects. Using their name is the fastest and most reliable way of building rapport and creating a good first impression. Everyone has a name — use it to better connect to them. You will notice a difference in your relationships." -- Great quote from this article on the Power of Using Someone's Name.