Not sure about Bid tv, only saw a glimpse of that once i think, didn't seem like a format that had guests in to flog stuff and wouldn't think they sold watches, but could be wrong.
Apart from IW i can find no evidence anywhere that either Kev Reynolds or Peter Simon were working together flogging watches or have a long connection with the watch trade. The only reference to pre IW comes from little comments they make on air. I remember one show where there was a brief mention of when they first met, outside a Jewelers 35 years ago at Baselworld, if i remember correctly think Peter said he was doing some piece for the BBC on Baselworld, but given the the amount of crap they spout that could just be a made up story.
On Reynolds, the only stuff i can find is him and his wife starting a company approx 2004, Jacques Farel ltd, didn't seem to do anything till they changed the name in 2010 to Watchbase UK Ltd, again did virtually nothing accounts wise till 2014/2015 when they're business started to expand slowly, i'm thinking this is when he lucked out and got involved with IW, and has grown since, still just a small operation, including him and his wife there is only 3 folks work there. His kids also have a watch company (started last year), just4watches (online retailer) at the same address as watchbase, and sell the same watches as Reynolds does on IW.
From listening to Reynolds, no way he's been in the watch industry for 40 years, not on the sales side anyway, his lack of knowledge and the way he speaks during shows all sound like someone who's total experience in watches is his few years at IW and limited to the few brands he deals with. To the casual IW viewer that doesn't know anything about watches or have started their collecting/collection only through IW, then he could come across as a bit of an expert that knows what he's talking about, his anecdotal stories (bordell is guilty of this too) about watch/brand histories will sound good to the uninformed, but in reality those stories have no direct bearing/relevance on the watch he's flogging today. Away from those irrelevant stories, when he gets down to the nitty gritty, that's when you start to hear some real novice stuff and his lack of horology knowledge becomes very apparent and as i've said that knowledge seems to be limited to what he's learned/learning from the few brands he's interacting with.