I wish I had the right answer for you but I lack the necessary knowledge. However, I'd recommend you to move your topic to the Bitcoin Technical Support board (
https://bitcointalk.org/index.php?board=4.0).
The most technically advanced people out here usually do not spend their time on boards such as Gambling & Bitcoin Discussion due to the fulfillment of spammy threads they have. So you won't only move it to the right board but also get answers from people who only browse that specific board to help others.
This does not require much technicality.
If he wants to send funds from his segwit to another address
On the segwit wallet he would see send
Click on the send and follow simple steps
+Fill in the recipient address
+ Amount he wants to send
+ Description if necessary
+ And any other info
Then send
there would be a block fee for this, and patience. But it would be transferred to the directed address