Motivated by recent developments in stochastic modeling of clock jitter in Analog-to-Digital Converters (ADCs) as autoregressive processes of order one (AR(1)), we study the density and stability properties of AR(1)-jittered sampling sets for Paley-Wiener signals. We show that, despite having the correct asymptotic density both on average and almost surely, such sets almost surely fail to be stable sampling sets. We complement this negative result with a finite-dimensional analysis, showing that the corresponding jittered sinc matrices are nonetheless well-conditioned with high probability.