You should oil your nail gun regularly as per the manufacturer's instructions. Typically, it is recommended to oil the nail gun after every 8 hours of use or at the beginning of each workday to ensure proper lubrication and smooth operation. Additionally, if the nail gun begins to show signs of decreased performance or increased friction, it may be a good idea to oil it at that time as well. Regular oiling helps to maintain the tool's functionality and extend its lifespan.