Is it an FT-100 or an FTM-100?
You say you have Winlink working with an HRI-200? I thought the HRI-200 was just a Wires-X interface, not something for doing data transmissions.
If it's an FT-100, you will need an audio interface, such as a Tigertronics SignaLink USB, to do Winmor. You will need either a TNC or a SignaLink with a software packet engine to do packet.