Technical debt has been the subject of numerous studies over the last few years. To date, most of the research has concentrated on management (detection, quantification, and decision making) approaches –most performed at code and implementation levels through various static analysis tools. However, if practitioners are to adopt model driven techniques, then the management of technical debt also requires that we address this problem during the specification and architectural phases. This position paper discusses several questions that need to be addressed in order to improve the quality of software architecture by exploring the management of technical debt during modeling, and suggests various lines of research that are worthwhile subjects for further investigation. Categories and Subject Descriptors D.2.10 [Software Engineering]: Design – Design Concepts, Object-oriented design methods; D.2.11 [Software Engineering]: Software Architectures – patterns. General Terms Measurement; ...