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John, first we can only put multiple discrete pills on the color shelf; not two continuous pills, or a mix of the two.
The easiest way is to put one pill on the color shelf and the other one on the detail shelf. Then click the blank area to the left of the pill on the detail shelf, and click Color in the drop down menu. In 10.0 they make it much more obvious that this is an option by putting an icon there:
As long as both pills are discrete it will add it to the other pill, if not it will replace the other pill.
NOTE: John I branched this since it's a different question.