Will this adapter support this setup: (MacBook Pro)-(TB3 to TB2 Adapter)-(TB2 RAID)-(TB2 RAID). In other words, support daisy chain TB2 after adapter?

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    Yes. Daisy chaining of Thunderbolt devices is a feature of Thunderbolt that does not go away when you use this adapter. Apple should probably mention that in their support document HT207266 "Connect devices and displays with the Apple Thunderbolt 3 (USB-C) to Thunderbolt 2 Adapter".

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