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We demonstrate that the method of characterizing viscoelastic materials with Atomic Force Microscopy (AFM) by fitting analytical models to force-distance (FD) curves often yields conflicting and physically unrealistic results. Because this method involves specifying a constitutive time-dependent viscoelastic model and then fitting said model to the experimental data, we show that the inconsistencies in this method are due to a lack of sensitivity of the model with respect to its parameters. Using approaches from information theory, this lack of sensitivity can be interpreted as a narrowed distribution of information which is obtained from the experiment. Furthermore, the equivalent representation of the problem in the frequency domain, achieved via modified Fourier transformation, offers an enhanced sensitivity through a widening of the information distribution. Using these distributions, we then define restrictions for the timescales which can be reliably accessed in both the time and frequency domains, which leads to the conclusion that the analysis of experiments in the time domain can frequently lead to inaccuracies. Finally, we provide an example where we use these restrictions as a guide to optimally design an experiment to characterize a polydimethylsiloxane (PDMS) polymer sample.