Convergent evolution, the independent evolution of similar traits in different species under similar environmental pressures, is widespread across many taxa. In plants, a key example is the repeated evolution of floral traits associated with the transition from outcrossing to self- fertilization, often resulting in the “selfing syndrome” (e.g., reduced flower size, loss of scent, and altered reproductive strategies). However, potentially overlooked changes concern the pollen coat, which plays a role in different aspects of outcrossing strategy. To investigate this, we compared pollen morphology and proteomes between selfing and outcrossing species in the 2 Arabidopsis and Capsella genera, representing three independent selfing transitions. Pollen coat area diminished with the age of the selfing transition, with significant reductions in A. thaliana and Capsella rubella, but not in A. lyrata (recent transition, no selfing syndrome). Moreover, differentially expressed pollen coat proteins, primarily related to pathogen response, were shared across selfer-outcrosser contrasts more than expected by chance. However, similar functions appeared in random outcrosser-outcrosser comparisons, suggesting additional drivers beyond mating system transitions. Overall, our findings reveal convergent evolution of pollen coat morphology and protein composition following selfing transitions, while highlighting pathogen response as a key factor driving the fast evolution of pollen coat protein independently of the mating system.