There is a need of upgrading the old building stock with respect to the thermal insulation of the building envelope and specifically the façades. There are several systems on the market, and some are quite new and innovative. To bring down the cost some of the systems many are based on prefabricated moisture tight insulated units. This means that in case there is moisture tight barrier on the interior side, two moisture tight barriers surround the wall structure. The leakage of driving rain into the structure then represents a major threat to the durability of these systems. This paper investigates the pressure build up in water rivulets running down a façade acting together with the wind pressure. A driving rain leakage potential is introduced. Using real weather data years and Monte Carlo Simulations, the mean and standard deviation of the annual leakage through small hole is estimated. The examples show that the leakage can reach a level 0-0.5 liter/year for a hole with a diameter of 1-2 mm, and 0.5-3 liter/year for a diameter of 3-4 mm.