The trucking industry will absolutely see several new billion-dollar companies emerge in the near future. If I were investing in a startup, though, I'd want it to be run by founders with a background in trucking, shipping, and/or logistics.
If the only experience either founder has is one of them working a summer job at his uncle's company delivering office supplies, I'd be a bit wary. Between Lewis & Goodale, they've run a game studio, a natural-language processing startup, and had various software development roles.
You could argue that Uber broke into a blue-collar market without any experience, but they had the general public as customers, The trucking industry is a very insular place, they're going to need to get a co-founder who comes from the world they're trying to break into.