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Yes you can. However when sending more than one transaction from the same address to the same wallet, it is more likely that that others might make the connection that both are you.
But still it can be done. I have whitelisted only one trezor wallet address on CB, so sending it to the same address again and again is the always possible without having to change anything.
If however you’d have serious transfers, that is not something you might wanna advertise in the open, that is where the new adresses come into play…
Only when sending from (not to) the trezor wallet, your trezor needs to be connected. Trezor suite will even show new funds would be send even without having to connect the trezor, if you have configured Suite to remember all wallets.