I like a white tee and jeans or chinos, I wear something like that pretty often, but I don't like that Braidkid outfit. I remember liking his style overall but that one is too tight and the shoes are too dressy.
I have a couple sweaters (Pringle) which my dad bought in the 60's and which I started wearing in the 80's that I still wear. I bought my first pairs of modern selvedge jeans in about 1998-99 - one pair of LVC 47's that are worn out, and a pair of Denime that I still wear. I have a Dries suit I bought in around 2002 but it's not that great, though I still wear it on occasion. My style has evolved but it hasn't changed in a major way for a long time.
You just gotta scour ebay. I have a handful of Reyn Spooner shirts, which are easy to find, but my favorites are the odd labeled American 60's print cotton shirts with button down collars. There are some ebay and etsy sellers that sell ivy stuff and often they'll have them, though they tend to sell fast and at higher prices. I think they get snatched up by designers who then knock them off.