Abstract-We study the problem of secure transmission over a Gaussian multi-input single-output (MISO) two receiver channel with an external eavesdropper, under the assumption that the state of the channel which is available to each receiver is conveyed either perfectly (P) or with delay (D) to the transmitter. Denoting by S 1 , S 2 , and S 3 the channel state information at the transmitter (CSIT) of user 1, user 2, and eavesdropper, respectively, the overall CSIT can then alternate between eight possible states, i.e., (S 1 , S 2 , S 3 ) ∈ {P, D} 3 . We denote by λ S 1 S 2 S 3 the fraction of time during which the state S 1 S 2 S 3 occurs. Under these assumptions, we first consider the Gaussian MISO wiretap channel and characterize the secure degrees of freedom (SDoF). Next, we consider the general multi-receiver setup and characterize the SDoF region of fixed hybrid states PPD, PDP, and DDP. We then focus our attention on the symmetric case in which λ PDD = λ DPD . For this case, we establish bounds on SDoF region. The analysis reveals that alternating CSIT allows synergistic gains in terms of SDoF; and, shows that by opposition to encoding separately over different states, joint encoding across the states enables strictly better secure rates. Furthermore, we specialize our results for the two receivers channel with an external eavesdropper to the two-user broadcast channel. We show that the synergistic gains in terms of SDoF by alternating CSIT is not restricted to multi-receiver wiretap channels; and, can also be harnessed under broadcast setting.