I wanted to be a columnist so badly that I took a huge pay cut to leave Forbes, which wouldn't give me a column, and join Newsday, which wanted my column for its Sunday business section.
It's easy to write a good column if you've got good information. It's hard if you have to depend on style alone. I suppose there are people who can get away with styling on a regular basis. I'm not one of them. You're probably not, either.
If a column is crying out for a good line and I can't come up with it, I troll for help. Communal humor is good, especially if you involve your boss.