What is the heaviest vehicle you operate?
Use the gross vehicle weight rating (GVWR) on the door jamb, or the combined rating with a trailer.
How the wizard decides
Nothing here is a guess or a sales funnel dressed as a checklist. The core credentials come from the federal tests directly: a USDOT number is required for interstate commercial vehicles rated 10,001 pounds or more, and for placardable hazmat even within one state; federal operating authority (an MC number) is required for for-hire carriers moving regulated freight across state lines, which is why a private carrier hauling its own goods is told plainly that it does not need one.
The recurring obligations below the credentials come from the same rules engine that powers the full carrier report, so what you see here for your operation is what a lookup of your USDOT number would show. Items that turn on a detail the four questions do not capture, like which specific states you run, are marked as depending on that, never asserted.
What this does not do
It does not file anything, it does not log into any government system for you, and it never renders a compliance verdict about your operation. Those are deliberate lines. The final submit is always yours, on the official .gov site, and the wizard's job is to tell you which of those sites you actually need and what each one really costs, so you are not sold a filing you do not owe.
When you are ready to see the real picture for a specific company, including its current authority and insurance status from FMCSA's own record, look up the USDOT number on the home page.