itsmoked,
I understand how a bubbler works, the problem is to regulate the airflow to some suitable very low known value, as the remote pipe end (down the well) cannot be seen.
The idea was to place a small water chamber fitted with a window into the main air supply line. Air enters this chamber, and air leaves it, but the flow should create identical bubbles in the water chamber as it does at the base of the well. You can then just twiddle your flow control needle valve to get the desired rate of bubbling.
I feel that the system absolutely must bubble to work properly. A static "pumped up once" system will gradually depressurize and water will slowly climb back up the tube. If the open end is sitting in silt or mud, it will very easily block. The bubbles keep the end open, and keep the point of measured hydrodynamic pressure right at the end of the pipe. That is vital.
If this is not done, when the well empties, the high pressure air stored in the pipe will all escape. When the well fills up, the water will climb back up the pipe as all the stored pressure has been lost. You will not then be measuring the true water height. It is vitally important that the whole pipe length remains completely filled with air. But the pressure will vary up and down with water level. A source of replacement air will always be required whenever the water in the well rises, or a true depth measurement will simply not be possible.