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2/5 Vorhand Mittelhand Hinterhand Skat J - D CSH C AT7 K98 - Q S ATK - Q987 H Q7 ATK8 9 D AT K8 Q9 7
With these hands there is always the risk of bad breaks, and once the bid reaches 50 there is also the risk of a black jack in the skat.
I felt it was reasonable to continue at least to 59, since (even though I have two sevens) it is possible that John is bidding to 59 with 8, QJ97, -, KJ987 or similar.
Beyond that it is clearly more dangerous, but the bidding stopped suddenly at 55. With both black suits being ruffed I went for -240, the diamond ace saving me from schneider.