Let $T>0$ and consider the random Dirichlet polynomial $S_T(t)=Re\, \sum_{n\leq T} X_n n^{-1/2-it}$, where $(X_n)_{n}$ are i.i.d. Gaussian random variables with mean $0$ and variance $1$. We prove that the expected number of roots of $S_T(t)$ in the dyadic interval $[T,2T]$, say $\mathbb{E} N(T)$, is approximately $2/\sqrt{3}$ times the number of zeros of the Riemann $ζ$ function in the critical strip up to height $T$. Moreover, we also compute the expected number of zeros in the same dyadic interval of the $k$-th derivative of $S_T(t)$. Our proof requires the best upper bounds for the Riemann $ζ$ function known up to date, and also estimates for the $L^2$ averages of certain Dirichlet polynomials.