Thanks for bringing this up, Eric!
I have a different experience than most. Having represented Switzerland in an Olympiad I can say that it was roughly 100 times easier to win their trials than to win ours. And Switzerland is far from the weakest bridge playing country.
The USA is seriously under-represented in the Olympiad, and somewhat under-represented in the Bermuda Bowl. I don't see either of these changing in the near future, since I don't see the constituency in the WBF that would promote this. It's a political matter, not my area of specialty.
If we did want to work on this I suspect that, as in the Olympics, the idea that each country is entitled to representation is sacrosanct. One possibility would be to promote the idea that any country might have more than one entry in the Olympiad. The number could be determined by performance in the Rosenblum, or in previous Olympiads and Bermuda Bowls.
I'd welcome other suggestions.
As a side note to this side note, there is technically no more Olympiad. Its events are now run within the World Mind Sports Games. I still prefer to call it the Olympiad. For one thing, people are more likely to know what I mean.