One way would be a raspberry pi hosting 2 USB devices - the OT and the RTYM.
You could set the Pi to await detection of the OT being in USB Disk Mode, once it does it then automatically captures the sample file contents of a pre-designated folder on the OT CF and then sends them to Rtym as Midi SDS via USB.
So every time you simply go into USB disk mode on the OT the transfer happens automatically without any further button presses being required.
To avoid this being messy, hopefully if you send the same-named file to the Rtym twice it simply overwrites the existing version on the Rtym.
Come to think of it you could make a dedicated pi device with two buttons on it and an audio in socket.
Hold one button down to sample the pi’s audio in (assuming you have a wolfson card attached), release to stop sampling. Hit the second button to convert the captured Wav to SDS and send it to the Rtym… Then you can tweak the start and end points in the Rtym.