This time we are looking at Mr. Scott's portrait, which is one of the most interesting paintings in the set, in that Scotty is decked out in his dress uniform and traditional kilt. He's holding (what is probably) a basket-hilted Claymore, and the face appears to be based on a picture of James Doohan as he appeared at the time, beard and all. The background depicts Montgomery Scott's Scottish heritage, ranging from the ancient Celtic castle to an early pulp sci-fi-style rocket.
Update: Reader Rob Bignell submitted a comment with a link to this photo he found online, of Doohan at a convention in 1975. This confirms that the portrait was based on photos of Jimmy at the time, and it's very accurate! Thanks, Rob!
Below, a scan of a photo from one of my scrapbooks showing the wearin' o' th' kilt, which gives new meaning to the term "dress uniform."
Update: here's a link to a video found online where James Doohan talks about his encounter with a suicidal fan. Quite touching!
Next: the best legs in Starfleet! You know who I'm talking about.