Depending on the size of your pooch, your dog may need a new bag weekly or every 3 months. Some companies even offer a membership where you can sign up to receive deliveries (i.e., weekly, monthly, or quarterly) and even lower dog food prices. If you do not have a membership, delivery can fluctuate depending on the type of delivery options available and can range from 1 to 5 business days. To help with calculating how much you need, per every pound of dog food, there is 4 cups. So for a 5lb bag there is 20 cups and in a normal 20lb bag there is 80 cups.