(1) Background: This study is aimed at determining the strengthening process level, the learning organization level, and the indicator of change level among District Education Offices (PPDs’). This study aims to investigate the perceptions of the Head of District Education Officers and their use of change indicators in enhancing District Education Offices and their learning organization practices. (2) Methods: By using a mixed-method approach through an explanatory sequential design, a survey was conducted and 93 Head of District Education Officers throughout Malaysia were selected using the survey method through questionnaire. To identify the respondents, the study employed group sampling and strata random sampling techniques and the data analysis was conducted using the Statistical Packages for Social Sciences software. Then, the qualitative study involved five Head of District Education Officers and two Program Managers who were chosen through purposive and snowball sampling. Through semi-structured interviews, data were then collected, and themes were formulated and analyzed using Nvivo 11. (3) Results: The results of the descriptive analysis show that the strengthening process level, the learning organization level, and the change indicator level in the District Education Office, are all high. Thus, the research findings illuminate six theme of change indicators, i.e., namely, Head of District Education Officers Roles and Responsibilities, Program Manager Roles and Responsibilities, School Improvement Partner+ (SIP+) Roles and Responsibilities and School Improvement Specialist Coaches+ (SISC+) Roles and Responsibilities, Performance Dialogue, Provision Management, Key Performance Indicators (KPI), Dashboard and PPD Excellence Rating. (4) Conclusions: This study offers insights into how the PPDs’ can utilize, as a reference for monitoring, the implemented changes in the District Transformation Program, to see if they are on the right track, and also as treatment to deal with any conflicts or issues in the transformational programme.