In this paper, we study a free boundary problem, which arises from an optimal trading problem of a stock that is driven by a uncertain market status process. The free boundary problem is a variational inequality system of three functions with a degenerate operator. The main contribution of this paper is that we not only prove all the four switching free boundaries are no-overlapping, monotonic and $C^{infty}$-smooth, but also completely determine their relative localities and provide the optimal trading strategies for the stock trading problem.
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