I feel like this is something I was able to do on vdmx5, but I haven’t been able to get it to work on vdmx6+. I’m trying to have a random lfo modulate the clip selection in the media bin. Under workplace inspector, transpose by index is selected with the random lfo doing the modulating. lfo is running. transpose by index is checked. Am I missing something?
not sure if this helps but I often use the navigation up/down or random buttons on the media bin via the inspector hooked up to keys or midi- it does also work using an LFO as a data source - With the LFO asa data source connected to the next clip button on the media bin it seems to cycle through to the next clip at the completion of each LFO cycle.. not sure how and if you can also apply a num fx to this or perhaps use a custom drawn waveform to get different results -eg several spikes moving between 0 and 1. — apologies you’ve probably worked this out or some better idea already by now- 
Cheers Paul
Could you share your project file or a video recording of what you are experiencing so we can take a look? Thanks