That is strange. As we are no longer developing the Java viewer though, we will have to make sure no glitches like this occur in the new viewer, rather than updating the old one at this stage.
That situation happenned to me to. It's very hard to maintain a good strategy when the game itself take control, avoiding to follow the unschedule instructions.
When it rains, the game don't accept the definitions of the unscheduled pit stop!
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Advance strategy settings: if you have it set at 3mm millimeters of standing water, you will always have the right tyre for the conditions. Follow weather strategy has to be ticked.
mm - wet - beaker - tyre
5mm - 1.00 - 4/4 - wet
4mm - 0.80 - 3/4 - wet
3mm - 0.60 - 2/4 - wet
2mm - 0.40 - 1/4 - inter
1mm - 0.20 - N/A - inter
:| it's what I have set and auto pit fits inters, wets & drys even I at the race :|