Yayasan Al Huda Islamic Education Center Metropolitan (YAIECM) mengupayakan transformasi digital untuk bisa bersaing secara global. Upaya transformasi digital bertujuan untuk mendatangkan transparansi pengelolaan dan pengawasan kinerja organisasi, meningkatkan kualitas informasi, dan membantu manajemen sumber daya manusia bisa berjalan dengan efektif dan efisien. Namun, proses transformasi digital dengan penggunaan Sistem Informasi Sekolah Terintegrasi (SISTesi) mengalami hambatan, sehingga pengimplementasian gagal. Penelitian ini bertujuan untuk mengidentifikasi hambatan yang terjadi dalam pengimplementasian transformasi digital di YAIECM. Penelitian ini menggunakan metode penelitian kualitatif deskriptif dengan pendekatan studi kasus. Teori yang digunakan dalam penelitian ini adalah Technology Acceptance Model (TAM) dan Diffusions of Innovation (DOI). Data primer diperoleh dengan mengobservasi dan mewawancarai guru, staff dan ketua yayasan, serta co-founder PT. Exi Global Aplikasi. Hasil penelitian menunjukkan faktor penghambat implementasi adalah: (1) Upaya dalam proses transformasi digital dilakukan dengan tidak maksimal, (2) Komunikasi kurang efektif antara atasan dan karyawan, (3) Sumber daya manusia yang kurang siap menerima perubahan, (4) Sistem kurang efisien, (5) Kurang perencanaan dan persiapan implementasi. Dengan faktor penghambat tersebut, diharapkan yayasan dapat melakukan perencanaan yang lebih baik dan terukur, memperhatikan kesiapan sumber daya manusia, infrastruktur dan pendanaan yang efektif. Diharapkan, pelatihan dan pemahaman terkait literasi digital dan urgensi transformasi digital dapat menjadi perhatian khusus bagi pengurus YAIECM. / The Al Huda Islamic Education Center Metropolitan Foundation (YAIECM) strives for digital transformation so that it can compete globally. Digital transformation efforts aim to bring transparency in the management and monitoring of organizational performance, improve the quality of information, and help human resource management work effectively and efficiently. However, the digital transformation process using the Integrated School Information System (SISTesi) encountered obstacles, so that the implementation failed. This study aims to identify the obstacles that occur in implementing digital transformation at YAIECM. This research uses a qualitative descriptive research method with a case study approach. The theory used in this research is the Technology Acceptance Model (TAM) and Diffusions of Innovation (DOI). Primary data was obtained by observing and interviewing teachers, staff and heads of foundations, as well as co-founders of PT. Exi Global Applications. The results of the study show that the factors inhibiting implementation are: (1) Efforts in the digital transformation process are not carried out optimally, (2) Less effective communication between superiors and employees, (3) Human resources are not ready to accept change, (4) The system is less efficient , (5) Less preparation planning and implementation. With these inhibiting factors, the foundation is expected to be able to carry out better and measurable planning, paying attention to the readiness of human resources, infrastructure and effective funding. It is hoped that training and understanding related to digital literacy and the urgency of digital transformation can be of particular concern to YAIECM management.