Oak Street Bootmakers is a brand that is, of course, known for their boots. It’s right in the name. And, despite not being in the name, they are also consistently listed as one of the “big three” in the Maine handsewn world. However, while they have been making those for as long as they’ve been around, they’ve also been making more substantial, goodyear welted shoes. That includes this – one of the first they launched – the Oak Street Bootmakers Wingtip.