Existing in-situ printing techniques exhibit critical challenges, such as time-consuming calibration and restricted adaptability, limiting their application in clinical settings. We present INSIGHT (INtelligent in_SItu printing Guided by Eye_in Hand robot Technology), an innovative Artificial Intelligence_driven system that identifies arbitrary areas at various angles without predesigned code and calibration procedures. Diabetic foot ulcers is a substantial problem for patients and clinicians. In this study we hypothesized that we could harness advanced bioinks containing oxygen releasing particles and human mesenchymal stem cells (MSCs) to improve wound repair by regulating wound microenvironment and inflammatory response. MSCs are key cells in all phases of wound healing. We performed in vivo and in vitro studies to evaluate INSIGHT’s application of diverse bioinks on diabetic wound healing. 2 wounds were created on the dorsal skin of db/db mice and real_time scanning allowed for automatic generation of printing paths specific to each wound. Three different groups of microgels were studied: Gel, gel with oxygenating microparticles (Gel_OMP), gel with OMP and encapsulated MSCs (Gel_OMP_MSCs). Tegaderm covered wounds served as additional control. 10 wounds per treatment were studied. Wound closure measurements demonstrated better wound healing in Gel_OMP_MSCs group. Masson's Trichrome staining revealed well_developed granulation tissue and higher cell density within the wound area, indicating advanced healing in microgel_treated groups. Microgel_treated wounds exhibited a significantly increased area of migrating hyperproliferative neoepidermis. RTqPCR gene expression data showed upregulation of markers related to extracellular matrix remodeling in Gel_OMP_MSCs group. Immunofluorescence staining detected higher number of macrophages (MΦ) in Gel_OMP and Gel_OMP_MSCs treated wounds. Significantly lower number of M1 and significantly higher number of M2 MΦ were detected in Gel_OMP_MSCs treated wounds. These findings were also supported by RTqPCR, where Gel_OMP_MSCs showed significantly higher expression of genes for M2 MΦ. In in vitro studies we investigated the effect of these microgels on human monocyte THP_1 cells. RTqPCR results showed that Gel_OMP_MSCs group exhibited significantly higher expression of M2 MΦ genes, that are in accordance with in vivo results. Taken together, these findings suggest that Gel_OMP_MSCs bioink promotes the switch to M2 MΦ in the wound that is critical for the transition to proliferative phase and the accomplishment of wound healing. Our data demonstrated that MSCs microgels in combination with INSIGHT’s practicality enables customized care for treatment of patients with diabetic foot ulcers and could accelerate diabetic wound healing.