Check who accepts bookings, from which country, and under what authorization. Marketing, quoting, and management can themselves raise work-permission questions when the investor is in the United States. Credible customer commitments can support the case, but obtaining and performing them must remain lawful.
Time the licences and the visa step together
Trade licensing, vehicle registration and insurance often have their own lead times, and some require a United States address or an identification number before they issue. Sequence those before the consular step, since Canadian citizens generally need an E visa. Remember the visa's validity is not the authorized period of stay shown on the I-94, and departure when status ends remains part of the plan.
Sequencing errors here are expensive because several prerequisites depend on each other. An identification number may be needed before a bank account, an account before insurance can be bound, insurance before a licence issues, and a licence before any work is lawfully performed. Map that chain once, in order, and the true lead time becomes visible; most people discover it one refusal at a time.
The related failure is starting to trade in order to build evidence. Activity that supports the case must itself be lawful, and work performed before there is authorization to perform it creates a problem larger than the evidence it produces. Accept quotations and hold bookings where that is permissible, and be explicit with customers about when service can begin.