Stevie, I think you’d get a lot of ideas from this forum:
http://vintageamps.com/plexiboard/viewforum.php?f=6&sid=ed8b4d62eb7707e9bffdc59fb3a3fa50
I’ve linked the “FX” category, but the site is all about vintage tube amps.
My own guess is that your best target market is Marshall-type Tolex, to begin with. Tweedy Fender owners tend to have only one or two pedals, and the metallistics favour the multi/modelling/digibox (I know, this is a sweeping generalization – but that’s marketing for ya 😉 ). The man with a stack probably has, or wants, a collection of various peds. Dunlop, Muff, Rats etc. I’ve seen some proud collections on the above site stuck to some pretty hideous planks.
If I may advise, I’d suggest you avoid an instant hard-sell. They’d maybe dislike a newbie trying an instant flog. If you went down the “I make pedalboards… here’s what I do… I’m looking to make amp-matching designs… whaddaya think… what pedals should I look to accommodate…” route, you’ll more likely get useful ops and (hopefully) some approaches to buy. I’d be interested to find out if my “I want one to match my JMP + 4×12” hunch turns out correct. Let me know 🙂