'Old-stuff better than new', 'western superior to far eastern', and 'my favourite brand-name'. Dare I suggest none of these notions are truths, and they might even be misleading?
HSS isn't a single thing and discussing 'quality' without specification is tap dancing on thin ice. Qualified engineers don't do it. There are at least eight different grades of HSS in common use. Their properties vary to make them fit for a particular purpose; hardness, heat and wear resistance, elasticity, ability to hold an edge etc. The type used to make sharp woodworking tools isn't ideal for metalwork. The type used to make twist-drills isn't ideal for making lathe knives. The type used on brass isn't ideal on stainless. And vice versa. Yes there are cheap grades, yes there are expensive grades, yes there are fakes, but mostly there are misunderstandings! HSS made in 1968 has no special magic making it superior to anything you can buy today.
Another little problem is how your HSS was heat-treated. Sometimes HSS is supplied hardened, other times annealed, ie soft. Same metal, same 'quality', entirely different properties.
As buying and using HSS is complicated, (it's easily overheated) human nature tends to fall back on experience. It's not daft for David S to buy new old stock because he knows what it is; it is daft to think the Chinese can't make M42 today.
We tend to trust vendors – for example – I don't think ArcEuroTrade say what the spec of their HSS tooling is. Whatever it is, I've found it acceptable – it does exactly what I expect of it, perhaps because Ketan makes good choices, as do other established vendors I've bought from. When I wreck a tool it's usually my fault. It's always tempting to pick up bargains at shows, second-hand, or on the web, but the chances of getting something unsuitable shoot up. There's a good chance you're taking a gamble with an unknown HSS that the seller doesn't understand either. It might be excellent for what you want, or it might be a failure. You can't generalise from the experience unless you know what you bought.
Dave