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Here, we present an enthesis\u2010mimetic, dual\u2010gradient scaffold that couples a continuous random\u2010to\u2010aligned fiber orientation gradient with graded hydroxyapatite mineralization and quercetin\u2010loaded, alendronate\u2010conjugated exosome mimetics (EMQ\n                    <jats:sup>A<\/jats:sup>\n                    ) for spatially programmed healing. A modified electrospinning collector locally modulated the electric field to generate the orientation gradient in a single deposition process, followed by region\u2010dependent mineralization to create a tunable apatite interface. EMQ\n                    <jats:sup>A<\/jats:sup>\n                    was engineered via bioorthogonal chemistry and immobilized on the mineralized scaffold through alendronate\u2013hydroxyapatite affinity, enabling mineral\u2010dependent retention and presentation. In vitro, the platform elicited region\u2010selective lineage responses, with enhanced osteogenic signaling on the mineral\u2010rich random region and chondrogenic\/tenogenic\u2010associated profiles on the aligned region, accompanied by differential RUNX2 nuclear localization. In a preclinical rotator cuff repair model, the dual\u2010gradient mineralized PCL\/silk\/quercetin (PSQ) scaffold with EMQ\n                    <jats:sup>A<\/jats:sup>\n                    immobilization (PSQm@EMQ\n                    <jats:sup>A<\/jats:sup>\n                    ) scaffold promoted improved mineralized tissue formation by micro\u2010CT, more organized interface remodeling with increased osteogenic\/fibrocartilaginous markers, reduced lipid deposition at the repair site, and superior mechanical performance compared with controls. This work establishes a scalable strategy to integrate structural gradients with mineral\u2010affinitive bioactive delivery to recreate enthesis\u2010like microenvironments and enhance tendon\u2010to\u2010bone healing.\n                  <\/jats:p>","DOI":"10.1002\/smll.74940","type":"journal-article","created":{"date-parts":[[2026,8,5]],"date-time":"2026-08-05T08:15:53Z","timestamp":1785917753000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Harnessing Gradient Topography and Dual\u2010Mode Bioactive Delivery via Bone\u2010Adhesive Exosome Mimetics for Rotator Cuff Tendon\u2013Bone Interface Repair"],"prefix":"10.1002","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0009-0006-1701-7628","authenticated-orcid":false,"given":"Jinsu","family":"Im","sequence":"first","affiliation":[{"name":"Department of Orthopedic Surgery CHA Bundang Medical Center CHA University School of Medicine  Seongnam\u2010si Gyeonggi\u2010do Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3753-0382","authenticated-orcid":false,"given":"Jeong In","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Orthopedic Surgery CHA Bundang Medical Center CHA University School of Medicine  Seongnam\u2010si Gyeonggi\u2010do Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9029-3665","authenticated-orcid":false,"given":"Ju Yeon","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Bionanotechnology and Bioconvergence Engineering Graduate School Jeonbuk National University  Jeonju Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jaehwa","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Orthopedic Surgery CHA Bundang Medical Center CHA University School of Medicine  Seongnam\u2010si Gyeonggi\u2010do Republic of Korea"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Soonchul","family":"Lee","sequence":"additional","affiliation":[{"name":"Department of Orthopedic Surgery CHA Bundang Medical Center CHA University School of Medicine  Seongnam\u2010si Gyeonggi\u2010do Republic of Korea"},{"name":"Department of Anatomy \u00a0CHA University School of Medicine  Seongnam\u2010si Gyeonggi\u2010do Republic of Korea"},{"name":"SL Bio, Inc.  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