I thought that about his summer shoes articles too, all heavy leather boots! he's from Northwest. https://manlife.com/ams/some-summer-dress-shoes-you-should-try.81/
Maybe... Polo Shirt (Southern Tide over Vineyard Vines) Surcingle or Leatherman embroidered belt Chinos or "to the knee" shorts Topsiders (Weejuns if he Shag dances) (no sox) FerrariChat baseball cap. Wayfarers