"I want everything 🤣 cool to be clever but not geeky and must be sporty with high level and academy connections. Turn out great academic results, have loads of career contacts through old boys and their brand etc to get work experience. Not set on Oxbridge alone. Prob have US Uni system process. Doesn’t have to be super traditional. Of course want son to be happy."
To all intents and purposes, OP, there's really one, but only one school that fits every word of your long description of your ideal school for your son - and more!!!
The school is called, ETON!
It plays an annual cricket match against Harrow at the home of cricket, Lord's.
If, for example, winning last year's beating teams from home and abroad and producing sportsmen capable of winning 10 world championship gold medals and four consecutive Olympic gold medals isn't sporty enough for your son, amongst other things, then good luck to your search.
Academic wise, Eton would not be embarrassed by the likes of Winchester, Westminster, St. Paul's - you name it; allegedly the nation's most academic schools - in fact, you'll see more red faces in the opposite direction these days.
How old is your son? If over ten-and-a-half, then forget it.