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Originally Posted by Gomari
I pinch and blow when the pressure becomes uncomfortable.
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I suspect you two are actually under-equalizing. when you feel the negative pressure it is because it already pulls your eardrum, but the e-tubes have soft walls and they can get shut before you feel the pressure. I'd say, try keeping your hand on your nose and try equalizing twice per second. See if that works, if it does then I guess you found your problem and now you need to find a pace that works for you.
Add an equalization on the surface just before the duckdive. You can even add an equalization in the middle of your duckdive (might require practice). I've found that if I go as deep as I can on a duckdive on some days I can't eve get the first equalization.
Also, it sounds like you're using the Valsalva to equalize (pinch and blow). Try learning the Frenzel (pinch and tongue piston), it is usually more efficient.