I also think those guys look sloppy in their clothes, with their shirts untucked and just not very put-together. I'm very biased toward the RRL aesthetic, with shirts tucked in, showing prominent/vintage style belts, and everything worn in the correct heritage style of the clothes themselves. But I also understand those guys are not necessarily proponents of RRL styling, even though they carry some RRL products. Also, I don't mean to open a potentially contentious discussion about how things "should" be worn, so maybe I should end it with that. But yes, overall, I don't think the SOP guy and the Iron Shop guy look great in their clothes, not because of their size or body type, but because of how they dress.
Hmm, I guess I am in the minority here, but I don't see any issue with how SOP uses their models. I think there's a difference between showing how something "should be worn" or "is recommended to be worn" vs. showing how something fits on different body types. For the former, you can take inspiration from RRL lookbooks. I think SOP caters to people who want to know the latter.
Almost every other retailer carrying RRL uses "generic" models (6'3"+ lanklets), so I appreciate that SOP adds some diversity to that pool. Have you seen the ssense models?