Baby leaf wild rocket cropping systems feeding the high convenience salad chain are prone to a set of disease agents that require management measures compatible with the sustainability-own features of the ready-to-eat food segment. In this light, bio-based disease resistance inducers able to elicit the plant’s defense mechanism(s) against a wide-spectrum of pathogens are proposed as safe and effective remedies as alternatives to synthetic fungicides, to be, however, implemented under practical field applications. Hyperspectral-based proximal sensing was applied here to detect plant reflectance response to treatment of wild rocket beds with Trichoderma atroviride strain TA35, laminarin-based Vacciplant®, and Saccharomyces cerevisiae strain LAS117 cell wall extract-based Romeo®, compared to a local standard approach including synthetic fungicides (i.e., cyprodinil, fludioxonil, mandipropamid, and metalaxyl-m) and a not-treated control. Variability of the spectral information acquired in VIS–NIR–SWIR regions per treatment was explained by three principal components associated with foliar absorption of water, structural characteristics of the vegetation, and the ecophysiological plant status. Therefore, the following model-based statistical approach returned the interpretation of the inducers’ performances at field scale consistent with their putative biological effects. The study stated that compost and laminarin-based treatments were the highest crop impacting ones, resulting in enhanced water intake and in stress-related pigment adjustment, respectively. Whereas plants under the conventional chemical management proved to be in better vigor and health status than the untreated control.