His Phase probably won't transfer because the requirements and privileges for each Phase vary by command. Some of what he's done for RTC Phases (NKOs etc) will probably count for Pensacola, but they're likely going to restart the clock on him.
As far as the TV goes - he's travelling on orders, so most airlines should let him check up to 5 bags for free. It's going to be pretty unwieldy to drag a 19" TV around with him though, especially while also having his seabag, backpack, garment bag etc.
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