Does it make sense to use multiple emails and accounts for them, though?
I mean, unless he owns entirely different named shops like:
* Mark's Shop
* Jacob's Shop
* Ben's Shop
and pretends to be competing stores or something. In which case he's lying to the companies, not you.
Normally, if you have a franchise with multiple locations, you only need 2 emails (one business, one personal), and you probably only need one cellphone (since your homephone is for personal). The more separate accounts he has, the less transparency in your relationship.
Yes, trust is good, but at the very least this sort of thing screams shady business dealings, and at worst he's using these accounts to hide romantic meetings or crime.
Unless you are seeing an excess of sweet gifts, him having so many businesses either means none of them are very successful, he has abnormal greed, or he is doing sketchy things.
Outside an affair or crime, the only other people who use that much secrecy are working for the state (FBI, CIA, etc) or for other governments. If you can find any sign of customers that are VIP types (the queen of Bolivia visits his food stands), we can rule out crime or an affair. Otherwise, yeah, time to pull the plug.