In this paper, we analyse some equity-linked contracts that are related to drawdown and drawup events based on assets governed by a geometric spectrally negative Levy process. Drawdown and drawup refer to the differences between the historical maximum and minimum of the asset price and its current value, respectively. We consider four contracts. In the first contract, a protection buyer pays a premium with a constant intensity p until the drawdown of fixed size occurs. In return, he/she receives a certain insured amount at the drawdown epoch, which depends on the drawdown level at that moment. Next, the insurance contract may expire earlier if a certain fixed drawup event occurs prior to the fixed drawdown. The last two contracts are extensions of the previous ones but with an additional cancellable feature that allows the investor to terminate the contracts earlier. In these cases, a fee for early stopping depends on the drawdown level at the stopping epoch. In this work, we focus on two problems: calculating the fair premium p for basic contracts and finding the optimal stopping rule for the polices with a cancellable feature. To do this, we use a fluctuation theory of Levy processes and rely on a theory of optimal stopping.