Plant–microbe interactions are increasingly recognised as drivers of plant invasion and adaptation, in part through their capacity to modulate phenotypic plasticity. Yet, while soil biota and plant–soil feedbacks are well studied in open or disturbed systems, their role in naturally resistant habitats—such as closed-canopy forest interiors—remains unclear. In such environments, microbial mediation of phenotypic plasticity could play a key role in overcoming strong abiotic constraints on establishment. We tested the hypothesis that the endomicrobiome promotes plant invasion by enhancing adaptive phenotypic plasticity, thereby increasing survival across heterogeneous environments. We addressed this hypothesis using the invasive plant Taraxacum officinale across the forest mosaic (core, edge, matrix) of the endangered Maulino Coastal Forest in central Chile, combining field and greenhouse experiments. We characterised the natural environmental gradient, revealing severe light limitation in forest cores, and transplanted plants with an intact endomicrobiome (E+) and a reduced endomicrobiome (E−) into core, edge, and matrix microsites to assess survival. We further quantified phenotypic plasticity to environmental heterogeneity (growing plants under simulated core and matrix conditions) for functional traits (height, specific leaf area, and BBX24 gene expression, a shade-induced cell elongation regulator) and performance traits (net CO₂ assimilation rate, biomass, and number of flowers). In the field experiment, E+ plants sustained higher survival in shaded forest cores, whereas E- plants declined sharply, showing strong dependence on high-light conditions. E+ plants showed greater plasticity in functional traits while maintaining stable performance across environments in the greenhouse experiment. Higher functional-trait plasticity was positively associated with field survival. Our results indicate that the endomicrobiome can amplify functional-trait plasticity and thereby improve establishment in habitats long considered invasion-resistant, a microbiome-mediated “jack-and-master” strategy. We advocate integrating plant–microbiome interactions into invasion ecology frameworks, particularly where microbial mediation may erode forest biotic resistance.