loglickychops,
I guess you would be better off posting this on Medical and Health for some good advice.
I found that if I hadnt flown for a few weeks and planned on "Going high" that application of WARM olive oil, just a few drops, in each ear a few days before flying got my Timpanic Membrane nice and supple and therefore no problem equalising.
I also SCUBA dive and the same works here.
Good luck
TBL
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Flying is fun, not funny