Interesting replies, thankee all.
We've been invited to some of those "meet and greet" management cocktail parties. Let's see, at The Sandpiper in Barbados, Le Bristol in Paris (twice), and one two others. We usually go because it seems rude not to. However, maybe it would be a mitzvah to spare management my self-conscious, halting efforts at chitchat. And Jim would talk your ear off given half a chance, not always appropriately (dementia) as he tends to lecture about chess.
At very small, ultra-luxe venues (e.g., Laucala, Twin Farms) it's impossible NOT to meet the GM since he or she is ever present ensuring one has the grandest time.
Meeting management "organically" is by far best, agreed.
I do like the idea of reaching out after a stay to compliment good service, etc.