I would have suggested Electrum, but now Im confused. If you run Core, then what is the problem? Core v0.16 has full Segwit support, including in the GUI. It can send to both native (BIP173/Bech32) and P2SH-nested Segwit addresses, as well as generating both types of addresses for receiving.
Apologies for the confusion. My problem is that almost all of my funds are on Nested SegWits that will not send to Native SegWit and I was not thinking in the moment to transfer some of the funds over to my Core address(es) to handle movement of the funds. There is no problem, anymore, the only problem at the time was me being in a rush and not considering what my options were so I just assumed I was unable to do so and sent it to Joe without further thought.
I did not know it could Generate both addresses, though so you've taught me something. We're all set for future movement of funds, at least from my end. Segwit of all types, nested, native or some creepy hybrid in between.