The transmission will leak a quart or more of oil when you pull the dipstick tube. The dipstick is usually secured just to the rear of the exhaust manifold on the back of the engine by a strap to the tube. Sometimes this strap gets bent upward and no longer provides a good contact with the tube where it goes into the transmission. Usually it is best to replace the o-ring when removing the tube. If necessary, you can also replace the o-ring with a thicker unit to get a better seal. It is difficult to get a good seal with RTV with oil still in the transmission.
Dave