To pay off debts and stop wasting money money on things like eating out three-five times a week. We thought we were free to spend, but now we have much more freedom.
Buying a house just before a boom.
Worst decision was not selling another house until just after prices collapsed
Quitting my job. It's funny, but when you know exactly when the next bit of money comes in, no matter how little it is, most people seem to think that means you don't have to really plan ahead. Since making the move to freelancing online full-time, I have been much better at budgeting, sticking to a budget, and making sure that I keep my emergency savings account well-supplied at all times unless it really, truly isn't possible.
The best financial decision I ever made was buying a 3 family apartment building at the bottom of the market with a down payment of $3500 then selling at the top. Time to do it again, everything is on sale right now :0)
Taking care of my own stocks and bond and not let financial adviser make choices for me. I am making more now.
Going back to school to get my master's degree. It got me out of the grind for two years, helped me become much more professionally ready for the business world, and my salary is twice what it was before I went back to school in 2005.
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