You accomplish this goal by slowly increasing the amount of freedom you give your child while simultaneously teaching him how to manage and handle the additional freedom. Your goal is to be the coach. Avoid hovering, criticizing and nagging, as this will not help your child tackle new challenges, which involves trying, failing and trying again as many times as necessary to master new skills.
One thing to keep in mind as you prepare your child to handle greater freedom is your shared experience when your child was a toddler. Do you remember what you did during this stage? Practice those same behaviors that helped your child stand, walk, and then run on her own. In case you forget what you did, you probably supported the attempts, encouraging the practice no matter how many times your child stood and fell, then stood back up again and fell again. Finally your child succeeded in standing on her own. Then she took her first step and fell....”