Converting an OSC clock into midi will cause the same problems.
Those people who have midi clock working with them still run into phasing problems because the sync doesnt allways stay phase correct. Then when they change the tempo of the master clock Ableton will run out of time to Ableton for a while until the sync catches up again.
And yes syncing these two programs is really like drawing blood from a stone - your best off to manually sync the two as i described earlier it gets rid of all sorts of issues and isnt very hard at all to keep in time. Until Max MSP comes along and allows support for OSC in Ableton and Traktor Pro decided to implement OSC your stuck with the method i described being the best availible.
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