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No weight on antique. It’s a big toy.

Use the title to get a vin verification and go reg it. Play dumb at dmv never give them any additional info. Over 20 years you want to reg antique and its a pickup truck.

Nope the bill of sale and expired reg is fine. Use them to get a vin verification at your local garage. Over 20 years CT could care less about paperwork. If you had none there is a form you fill out stating where you got the vehicle.

What paperwork do you have from the previous owner?

But you are not operating commercially. Its a big toy that you are using for some yard work around your own property. None of that applies. Dont think too much into it.

As far as I know there is only one "classic" plate for 20 years and older. Up to 2014 DMV was issuing "early american" plates but they switched over to the classic plate. Other than a statute authorizing DMV to issue the plate and a property tax value limit of 500 dollars on the vehicle...

Classic and antique same thing.

DMV has a list of garages that do the verification. What paperwork do you have with the truck? You don’t bring the truck to dmv. Bridgeport is easiest but the wait can be a bit longer.

No they just want you to have insurance.

Antique reg has not restrictions on use in CT. In theory you can run commercially with antique tags but for personal use pretty much anything is fair game. 20 years or older. Get a vin verification at a local garage that does them and go to Bridgeport DMV with reg, vin verification and...