Translating classical parametric Probability of Detection (POD) analysis 1:1 from Non Destructive Testing (NDT) to Structure Health Monitoring (SHM) systems is not applicable. As a result, over the last two decades, several methods have been developed to assess the reliability of SHM systems such as Length-at-Detection (LaD), Random Effects Model (REM), and Model-Assisted Probability of Detection (MAPOD) methods. Among these, MAPOD method is particularly promising, as it uses simulations to generate statistically independent datasets for the calculation of POD curves, using the same procedure as the classical parametric POD analysis described in the handbook MIL-HDBK 1823A. Although simulation tools are highly effective in accounting for and simulating structural uncertainties, they fall short in representing system, operational and environmental uncertainties. As a result, simulation-based POD analyses lack full representativeness of real-world conditions. In addition, the classical parametric POD analysis assumes a linear relationship between damage size $a$ and its corresponding damage indicator. Furthermore, due to the statistical dependence of repeated measurements, the parametric POD procedure, as described in MIL-HDBK 1823A, cannot be directly applied to monitoring scenarios.To address these limitations, this paper proposes a novel Augmented Probability of Detection (A-POD) method. This method augments simulated datasets, which account for structural uncertainties, with experimental datasets from real Guided Wave Structural Health Monitoring (GWSHM) systems including environmental, operational and system uncertainties. Unlike classical parametric methods, A-POD does not require a predefined relationship between damage size $a$ and the damage indicator, allowing it to be applied to any damage growth trends. The performance and validity of the A-POD method is demonstrated using data obtained from a transducer-based GWSHM system exciting the fundamental torsional T(0,1) mode in a steel pipe. Different sizes of corrosion damage are simulated, including structural uncertainties. This data is augmented with experimental baseline data of an undamaged existing pipe. For validation purposes, artificial damage is introduced to this pipe structure and modelled. The validation of the A-POD method reveals that A-POD and MAPOD method agree well when the damage indicator is linear with damage size $a$. Moreover, comparing the POD analysis between the experimental and simulation datasets reveals very close results when comparing the $a_{90|95}$ values. Finally, the results show the capability of the A-POD method in assessing the reliability of GWSHM systems when the dataset does not exhibit a linear relationship, underscoring its flexibility and versatility.