Is the Sorel Cyprus actually waterproof?

Yes. Sorel builds it with a waterproof suede upper, so rain and wet sidewalks won't soak through. The gore panels and seams are part of that construction, but standing in deep puddles is still beyond what a Chelsea boot is made for.

How does it fit compared with other Chelsea boots?

It is a pull-on Chelsea with twin gore panels, so entry is easy. The removable TPU foam footbed takes up some room; if you wear thick socks or use your own orthotic, consider going up a half size.

Can I replace the footbed?

Yes. The TPU foam footbed with textile topcover is removable, so you can swap in your own insole or orthotic.

Is it dressy enough for an office?

It reads smart-casual. The suede upper and Chelsea shape suit chinos and trousers, but the molded rubber cupsole is visibly casual, so it won't pass for a formal leather dress boot.

How does it compare with a classic leather Chelsea?

The Cyprus trades polish for weather protection. A leather Chelsea looks dressier, but the Sorel's waterproof suede and rubber cupsole handle rain and wet pavement far better.

How should I care for the suede?

Brush off dirt when dry and use a suede protector spray before wearing in wet weather. Avoid machine washing, and let the boots air-dry away from direct heat if they get soaked.