(by the way Phil I found the same too ie that even out of the water it would be difficult to equalise head down so agree it's not just pressure but it does make things harder)
Probably more that half the people who try Freediving for the first time have some trouble equalising head down. A few weeks/dives later, you are usually left with a smaller number who are still facing the issue and after months you occasionally have the odd person that still faces issues and there might be something anatomical that is preventing them from equalising head down. It's definitely the rare exception than the rule to have a serious anatomical issue, most of the time the problem is relaxation and equalisation technique.
Hi Simos,
I'm the odd person you mentioned above

and being what i am, i'm also really interested in this thread because it basically talks about the reason i quit training over a year ago. After doing first and second AA course and been training in the pool for the winter, when summer came, my frustration started. There was no way i could equalize head down. Simply no way. First possible reason was, obviously, relaxation: you are not relaxed Thomas, that's the reason. Ok then, instead of going out with 25 people and feeling the need to go deep, the pressure of other people watching me etc etc, me and my buddy went together to the lake just to work on equalization alone. I spent months learning all possible tecniques, from basic valsava to Frenzel Fattah, i read and learn all i can, from Federico Mana book on equalization to every possible bit of information on internet as
Doc's Diving Medicine Home Page (thanks Azapa). Did them all, you name it i did it, been there done that etc etc

i once had the almost brilliant idea of of putting all the information together into a small ironic pamphlet named "Lourdes'water Yala Neti" as i realized all i needed at that point was a miracle: even alone with my friend i could not equalize head down :-(
After the first failing session at the lake, we came back trying again and again (me and the very same friend, whom i won't mention but he's around here and i will never be able to thank enough for his help) and we did many other test. Two of the most succesful where the following:
- going down head up in the lake using the rope to pull myself down
- going down head up in the pool (5 meters) with almost emtpy lung, letting myself fall down slowly.
Both test were successful, I could easily get down to 20 meters in the lake with by the book equalization.
At that point i realized relaxation wasn't the issue and i did a very simple test: in the water, at surface i started equalization heads up and slowly do a somersault: as soon as i was getting close to horizontal equalization got harder and as i got into head down position i couldn't equalize anymore.
Ok then, there is clearly some kind of phisical issue there. Probably my soft palate closes as soon as i get to the heads down position.
So i had to do another test using "otovent" this time. The small inflatable ballon you can stick in your nose (which my cat loves to swallow for some amazing reasons :-( ). So i blow into one, put it up my nose with my head down. Open my mouth and see if air comes out or not (think about my gf looking at me during this troubled moment and you'll understand what i went through for love of freediving ) . Anyhow, it does work, almost everytime! Both nostrils, all positions (head down, horizontal and head up). Actually i even EQUALIZES BOTH hears simply putting the otovent in my nostril! To be honest, after all these months spent practicing almost every possible exercise, i can open my tubes voluntarily, for example on an airplane to equalize, while keeping my mouth completely close

but still, as soon as i get into the shallowest pool, there's not much i can do heads down...
The latest test at least proves something: air goes easily from my nostril to my mouth and into my tube but not the other way around. So it was time for another test to see if the flow could go the other way around: otovent ballon in my mouth, full of air, let's see where the air go.
No where!!!!!!
It stays right in the ballon, i can even breath through my nose normally while still keeping the ballon in my mouth full!!!
This is it basically, somethings prevents me to open my soft palate when air is pushing it and this get's clearly worse when i'm trying to equalize head down.
Even if i quit training last year out of frustration i still enjoy the whole freediving experience and want to give it another shot (at the end, i'm not an easy quitter

). It was an amazing discover which changed my life (talking about quitting i quit smoking after 15 years of deep addiction, got into good shape with mtb and swimming, healty food etc etc). I really want to give it a try but i need to find out how to fix this damn issue before getting frustrated again. What do you guys think? Any more tips or hints comes to your mind? What do believe my issue is related to? I'm planning to go to one of the best doctor with great experience in apnea and freediving but i won't be able to do that until october since i'm leaving italy for a short term assigment to the land of smile (with some island traveling at the end off course

)
In the meantime i would like to give a shot to any other exercise or test you can think of guys, any help appreciated!
Thomas