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Tips for preventing the loss of a pet
If your pet is a regular Houdini, then you should not ask "How" he gets out, but "Why". When you find out "why" he escapes, then you can stop the problem.

Place a secure collar and tag on all your pets
At the very least, have a current rabies tag on your pet. In fact, the law requires that all pets wear a current rabies tag. Pair the rabies tag with an I.D. tag with your name and phone number.

Spay or neuter your pets.
When an animal is not spayed or neutered, the drive to find a mate is overwhelming. They will continue to run away every chance they get. Not only are you losing a pet, but by allowing your pet to breed indiscriminately, you are killing thousands of unwanted pets every year.

Keep animals indoors when you are not home to supervise
Outdoor animals run a higher risk of becoming lost or stolen. A cat that has free run outdoors can easily wander away and get into traffic. Even a dog "secured" in a fenced yard can get out of the fence and quickly become lost. Be sure to lock the gate of your fence to prevent both accidental opening by your dog and easy access for someone interested in stealing your pet.

Bring your "outside" dog in.
"Backyard" dogs rarely receive any attention. Being pack animals, they crave companionship and often get bored spending long days with nothing to do. What dog wouldn't want to escape to play with the neighborhood kids, chase cars (and squirrels!), and generally have a great time. Consider making your dog a part of the family and bring him inside. With a little training, you can have a great dog that the whole family enjoys, which is really the reason you got a dog, isn't it? Inside dogs are more comfortable and usually a lot happier.
If it is impossible to bring your dog inside, start getting creative. Find interactive toys for your dog to play with. Hire someone to stop by during the day and play with your dog. By keeping your dog busy, you'll keep him from looking for better yards to play in.