Don’t be afraid of what people think. For each single person you worry about, deduct 1% in quality from your writing. Everyone has deductions. I have to deduct about 10% right off the top. Maybe there’s 10 people I’m worried about. Some of them are evil people. Some of them are people I just don’t want to offend. So my writing is only about 90% of what it could be. But I think most people write at about 20% of what it could be. Believe it or not, clients, customers, friends, family — they’ll love you more if you are honest with them. So we all have our boundaries. But try this: for the next ten things you write, tell people something that nobody knows about you.
Be opinionated. Most people I know have strong opinions about at least one or two things. Write about those. Nobody cares about all the things you don’t have strong opinions on. Barry Ritholz told me the other day he doesn’t start writing until he’s angry about something. That’s one approach. Barry and I have had some great writing fights because sometimes we’ve been angry at each other.
Have a shocking title. I blew it the other day. I wanted to title this piece “How I torture women” but I settled for “I’m guilty of torture.” I wimped out. But I have some other fun ones. Like “is it bad I wanted my first kid to be aborted” (which the famous Howard Lindzon cautioned me against). Don’t forget that you are competing against a trillion other pieces of content out there. So you need a title to draw people in. Else you lose.