Highrez

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Clear description of the problem - try and include as much information as possible, including what button and mappings you are having problems with (if applicable).:

Here is what I need XMBC to do:

LMB SIMULATES: FOUR simultaneous LMB clicks at (100ms delay) each, followed by one LMB HELD DOWN (for 500ms), then repeat the whole process from the start.

Thank you for the awesome software, BTW.

Does the following work?

Simulated keystrokes, method 6 (repeat) or method 7 depending on if you want to hold the button down or not...
{LMB}{WAITMS:100}{LMB}{WAITMS:100}{LMB}{WAITMS:100}{LMB}{WAITMS:100}{HOLDM:500}{LMB}

Well,

{LMB}{WAITMS:100}{LMB}{WAITMS:100}{LMB}{WAITMS:100}{LMB}{WAITMS:100}{HOLDM:500}{LMB}

command line seems to just randomly do the last bit: {HOLDM:500}{LMB}

Have you tried anything else? Maybe instead of {holdms:500}{lmb} you could try {LMBD}{WAITMS:500}{LMBU}
Or maybe {PRESS}{LMB}{WAITMS:500}{RELEASE}{LMB} (not sure about that one)

The holdms option appeared to work here but its quite difficult to tell with {LMB} - I'll have to investigate further when I have some time to look into it.