If you follow Derek on Twitter, you've probably seen photos of David Lane. He's the stylish guy who keeps popping up in Derek's threads about how to dress for different body types. Along with being an art teacher, David runs a custom leather goods business, where he mainly focuses on making handsewn leather watch straps (he even got the co-sign from Hodinkee some years ago when the two did a collab). In this week's episode, Peter and Derek talk with David about building a wardrobe if you're a larger guy, selecting the right watch for different types of wardrobes, and what to consider when choosing a watch strap.