I was thinking about this just now. The shoes that have captured the SF community's imagination over the years. The first one that popped into my head was the Edward Green Dover. Leffot calls it EG's "signature shoe." Here's Another Leffot post favoring the Dover over Alden Norwegian Split Toe. The Dover is on aportnoy's top 5 list. Other shoes in this hype category: Vass U Last Auserity Brogue: John Lobb 2010 St Crepin Alden Leydon Last flex welt chukka (tons of threads on this one) What else is a part of this category? Criteria: Welted only. Nothing bespoke.These aren't necessarily "staple" shoes.