Are you talking about creating an audio wave from a soft synth & Midi data?
If so, you cannot bounce to track on Midi unless you also have the audio track(s) to which it's related also selected.
If you're just trying to join up non-contiguous Midi clips, you need bounce to CLIP
Regarding your first question, the error here is in selecting TRACKS as an output.
Try using Main outs (and mute everything else apart from your 2 source tracks)