Managing everything alone is fine at the start, but eventually, you might start missing deadlines or feeling completely exhausted. Hiring another person to handle small tasks is a major move that requires you to trust someone else with your reputation. It can be scary to pay someone else from your own profits when you are used to keeping everything for yourself. You have to be sure the extra help will bring in more money. How do you decide when it is time to bring in your first contractor or team member?